4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, methyl ester

Base Information

• Chemical Name: 4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, methyl ester
• CAS No.: 92527-56-5
• Molecular Formula: C14H14N2O4S
• Molecular Weight: 306.33700
• Mol file: 92527-56-5.mol

Synonyms:2-(Benzyloxycarbonylamino-methyl)-thiazole-4-carboxylic acid methyl ester;

Chemical Property of 4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, methyl ester

Chemical Property:

• PSA: 105.76000
• LogP: 2.74700

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, methyl ester

There total 4 articles about 4-Thiazolecarboxylic acid, 2-[[[(phenylmethoxy)carbonyl]amino]methyl]-, methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 29.0%

(S)-2-(Benzyloxycarbonylamino-methyl)-thiazolidine-4-carboxylic acid methyl ester (92506-74-6,106930-59-0,106930-77-2) → Z-(gly)Thz-OMe (92527-56-5)

Guidance literature:

With pyridine; manganese(IV) oxide; In benzene; at 55 ℃; for 4h;

DOI:10.1021/jo00383a014

Reference yield:

(R)-2-(Benzyloxycarbonylamino-methyl)-thiazolidine-4-carboxylic acid methyl ester (92506-74-6,106930-59-0,106930-77-2) → Z-(gly)Thz-OMe (92527-56-5)

Guidance literature:

With manganese(IV) oxide; In benzene; at 60 ℃;

DOI:10.1016/S0040-4039(01)81589-6

Reference yield:

benzyl 2-hydroxyethylcarbamate (77987-49-6) → Z-(gly)Thz-OMe (92527-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: (CH₃)2SO, pyridine*SO₃ / CH₂Cl₂; triethylamine / 0.17 h / 10 - 20 °C

2: benzene / Ambient temperature

3: 29 percent / MnO₂, pyridine / benzene / 4 h / 55 °C

With pyridine; manganese(IV) oxide; sulfur trioxide pyridine complex; dimethyl sulfoxide; In dichloromethane; triethylamine; benzene;

DOI:10.1021/jo00383a014

upstream raw materials:

(R)-2-(Benzyloxycarbonylamino-methyl)-thiazolidine-4-carboxylic acid methyl ester

(S)-2-(Benzyloxycarbonylamino-methyl)-thiazolidine-4-carboxylic acid methyl ester

benzyl 2-hydroxyethylcarbamate

benzyl chloroformate

Downstream raw materials:

Z-(gly)Thz-L-Pro-L-Leu-L-Val-L-(gln)Thz-OMe

Z-(gly)Thz-OH