2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester
• CAS No.: 220717-68-0
• Molecular Formula: C₃₅H₄₆N₆O₈S
• Molecular Weight: 710.852
• Mol file: 220717-68-0.mol

Synonyms:2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester

Chemical Property of 2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester

There total 11 articles about 2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl 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: 79.0%

4-<2-(1-benzyloxycarbonylamino-2-methylpropyl)>-5-methyl-trans-oxazoline carboxylic acid (220717-55-5) + 2-((S)-1-{[2-((S)-1-Amino-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester (220717-62-4) → 2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester (220717-68-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; toluene; -10 deg C, 20 min, -10 deg C to rt, 14 h;

DOI:10.1021/jo981664i

Reference yield:

ethyl Bromopyruvate (70-23-5) → 2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester (220717-68-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) KHCO₃, 2.) trifluoroacetic anhydride, 2,6-lutidine / 1.) DME, rt, 45 min, 2.) 0 deg C, 30 min, 0 deg C to rt

2: AcCl / ethanol / 0 deg C to rt, overnight

3: 94 percent / HOBt, EDCI / dimethylformamide / -10 deg C, 20 min, rt, 21 h

4: AcCl / ethanol / 0 deg C to rt, overnight

5: 79 percent / EDCI, HOBt / toluene; dimethylformamide / -10 deg C, 20 min, -10 deg C to rt, 14 h

With 2,6-dimethylpyridine; benzotriazol-1-ol; potassium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; acetyl chloride; trifluoroacetic anhydride; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo981664i

Reference yield:

(S)-(2-methyl-1-thiocarbamoylpropyl)carbamic acid tert-butyl ester (96929-02-1) → 2-((S)-1-{[2-((S)-1-{[(4S,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester (220717-68-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) KHCO₃, 2.) trifluoroacetic anhydride, 2,6-lutidine / 1.) DME, rt, 45 min, 2.) 0 deg C, 30 min, 0 deg C to rt

2: AcCl / ethanol / 0 deg C to rt, overnight

3: 94 percent / HOBt, EDCI / dimethylformamide / -10 deg C, 20 min, rt, 21 h

4: AcCl / ethanol / 0 deg C to rt, overnight

5: 79 percent / EDCI, HOBt / toluene; dimethylformamide / -10 deg C, 20 min, -10 deg C to rt, 14 h

With 2,6-dimethylpyridine; benzotriazol-1-ol; potassium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; acetyl chloride; trifluoroacetic anhydride; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo981664i

upstream raw materials:

4-<2-(1-benzyloxycarbonylamino-2-methylpropyl)>-5-methyl-trans-oxazoline carboxylic acid

2-((S)-1-{[2-((S)-1-Amino-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester

ethyl Bromopyruvate

(S)-(2-methyl-1-thiocarbamoylpropyl)carbamic acid tert-butyl ester