boc protection procedure

Cbz

A simple and efficient protection procedure is general and regioselective for the preparation of mono-N-Boc, N-Cbz, N-Fmoc or N-Alloc aromatic amines in high yield without affecting aliphatic amino groups and other functionalities. V. Perron, S. Abbott, N. Moreau, D. Lee, C. ….

Boc Resin Cleavage and Deprotection

The reaction time for MBHA-resin is typically between 60 and 90 minutes at room temperature. Boc and formyl protecting groups should be removed prior to the cleavage procedure. The procedure is compatible with Asp(OBzl), Glu(OBzl) and Lys(ClZ) protection (Method 7). Please note that the peptide resin should be washed and well dried before cleavage.

CNA

The invention discloses a method that uses (Boc) 2 O to make amino acid of Boc protection. It uses acetone and water as solvent, under the existing of (Et 3 N), takes reaction to form amino acid of Boc protection. The invention has high yield, easy to produce and no pollution. The product has good homogeneity, high purity and low cost.

Protecting Groups List

Protection of Alcohol. 2,2,2-Trichloroethyl carbonate (Troc) 2-Methoxyethoxymethyl ether (MEM) 2-Naphthylmethyl ether (Nap) 4-Methoxybenzyl ether (PMB) Acetate (Ac) Benzoate (Bz) Benzyl ether (Bn) Benzyloxymethyl acetal (BOM) Ethoxyethyl acetal (EE) Methoxymethyl acetal (MOM) Methoxypropyl acetal (MOP) Methyl ether Tetrahydropyranyl acetal (THP.

tert

Anyone wishing to use any reaction or reagent must consult and follow their internal chemical safety and hazard procedures and local laws regarding handling chemicals. General Overview. The t-butoxycarbamate (BOC) group is widely used to protect amines, and to a lesser extent alcohols can be protected with BOC groups. Whilst the insertion and.

Thioacetate Deprotection Procedure

Procedure. Deprotection of S- (10-Undecenyl) thioacetate ( Figure 2) Dissolve S- (10-Undecenyl) thioacetate (1) (2.0 g, 8.76 mmol) in 10 ml of ethanol (Catalog Number ) using a 250 mL, three neck, round bottom flask (Catalog Number Z) under inert atmosphere. Add NaOH solution (700 mg, 18 mmol in 2.5 ml of H 2 O) in a drop-wise fashion.

A Simple and Efficient Green Method for the Deprotection

Traditional methods for Boc-protection involve the reaction of amines with di-tert-butyl dicarbonate (Boc)2O in the presence of 4-(N,N-dimethylamino) pyridine (DMAP) (Basel et al., ) or inorganic bases (Handy et al., ). In the point of view, several strategies for the N-Boc deprotection have been developed these past years. A.

N

DBU Deprotection Procedure. Place the resin in a round bottom flask and add 20% (v/v) piperidine in DMF (approximately 10 mL/gm resin). Shake the mixture at room temperature for 2 minutes. Filter the resin. Add a second portion of the deprotection reagent (approximately 10 mL/gm resin). Shake the mixture at room temperature for 5 minutes.

An efficient and highly chemoselective N

 · A simple and efficient procedure for chemoselective mono-N-Boc protection of various structurally diverse amines, amino acids, and peptides with di-tert-butyl dicarbonate using Amberlyst-15 as catalyst in ethanol is described. The catalyst can be readily separated from the reaction products with simple filtration and recovered for direct reuse.

A simple, rapid, and efficient N

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10%

Protecting Groups (PG)

Other protecting group: Trt, Boc Protection of Nτdecreases basicity of Nπ Prone to racemization: Nπabstracts Hα Imidazole PGs Introduction Ts‐OH Bom‐Cl Removal HF HF, TFMSA‐TFA Stable Acidic conditions Basic conditions Orthogonal Boc, Trt Boc, Fmoc, Trt 8.

Asimpleandeco

General procedure of O-Boc protection on phenols derivatives To 1 mmol of substrate dissolved in 3.5 mL of water:acetone (9.5:0.5) was added dropwise 1 mmol of (Boc) 2O in 1.5 mL of the same solvent. The mixture was stirred at room temperature. The reac-tion was monitored by TLC. After the appropriate time, the reaction mixture was extracted.

Protecting group

Protection of amines: . Carbobenzyloxy (Cbz) group

The reaction time for MBHA-resin is typically between 60 and 90 minutes at room temperature. Boc and formyl protecting groups should be removed prior to the cleavage procedure. The procedure is compatible with Asp(OBzl), Glu(OBzl) and Lys(ClZ) protection (Method 7). Please note that the peptide resin should be washed and well dried before cleavage.

Amino Acid Sidechain Deprotection

Standard Trifluoromethanesulfonic Acid Procedure. If the peptide contains His(Dnp), remove the Dnp group. If the peptide contains Trp(CHO), remove the N-terminal BOC group then remove the formyl group. Check that the peptide-resin has been washed and thoroughly dried. Transfer the resin into a round bottom flask equipped with a stirring bar.

N

DBU Deprotection Procedure. Place the resin in a round bottom flask and add 20% (v/v) piperidine in DMF (approximately 10 mL/gm resin). Shake the mixture at room temperature for 2 minutes. Filter the resin. Add a second portion of the deprotection reagent (approximately 10 mL/gm resin). Shake the mixture at room temperature for 5 minutes.

Myers Protective Groups

RO Si i-Pr i-Pr i-Pr RO Si Et Et i-Pr RO Si CH3 CH3 CH3 ROH ROH O Si O O Si i-Pr-Pr i i-Pr R R RO Si CH3 CH3 t-Bu RO Si Et Et Et RO Si CH3 CH3 i-Pr RO Si Ph Ph t-Bu O R O R Si t-Bu t-Bu Myers Protective Groups - Silicon-Based Protection of the Hydroxyl Group Chem 115 General Reference: Greene, T. W.; Wuts, P. G. M. Protective Groups In Organic Synthesis, 3rd ed. John Wiley & Sons: ….

Organic Syntheses Procedure

The procedure given here demonstrates a suitable large-scale and safe preparation of an N-tert-butoxycarbonylamino acid with extremely simple experimental operations. Table I shows some other Boc-amino acids and derivatives prepared by this method.

Chapter 3 Protecting Groups

* Selective protection is possible Disadvantages: * Relatively harder to remove (deprotect) * Conditions for protection and deprotection may not be compatible to other types of protecting groups (a) R = methyl (CH3, Me) * Not commonly used due to the difficulty of deprotection * Methoxy group can be found in naturally occurring unusual sugars.

What is a Basis of Claim form?

The Basis of Claim Form (BOC) is an important document that every refugee claimant must complete. The Refugee Board uses your BOC to decide if your refugee claim should be accepted. In the BOC, you tell your story about why you're claiming refugee protection in Canada. It's your chance to explain to the Refugee Board why you meet the definition of a Convention Refugee or a person in need.

Fast, efficient and selective deprotection of the tert

Fast, efficient and selective deprotection of the tert-butoxycarbonyl (Boc) group of various amino acids and peptides was achieved by using hydrogen chloride (4 m) in anhydrous dioxane solution for 30 min at room temperature. In the cases studied in our laboratory, this protocol provided superior se ….

Dual protection of amino functions involving Boc

 · The conversion of Boc-amino acids into Boc 2-amino acids using Boc 2 O / DMAP has also been investigated. 37 The procedure requires intermediary esterification but even with small ester groups occasionally the combined bulk of sidechain and ….

PROTECTING GROUPS 57 Smith: Chapter 7

- useful for transiant protection Triethylsilyl ethers Et3Si-OR TES-OR - considerably more stable that TMS - can be selectively removed in the presence of more robust silyl ethers with with F-or mild acid OTBS TESO O H 2 O/ACOH/THF (3:5:11), 15 hr O OTBS OH (97%) Liebigs Ann. Chem. , Triisopropylsilyl ethers iPr3Si-OR TIPS-OR.