ethyl 2-((1R,3R)-3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

Base Information

• Chemical Name: ethyl 2-((1R,3R)-3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate
• CAS No.: 1427513-55-0
• Molecular Formula: C₂₆H₃₇N₃O₆S
• Molecular Weight: 519.662
• Mol file: 1427513-55-0.mol

Synonyms:

Chemical Property of ethyl 2-((1R,3R)-3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-((1R,3R)-3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

There total 9 articles about ethyl 2-((1R,3R)-3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate 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:

ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate (1427513-35-6) → ethyl 2-((1R,3R)-3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate (1427513-55-0)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C

3: hydrogenchloride; sodium hydrogencarbonate / water

With hydrogenchloride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; water;

DOI:10.1039/c3ob27111k

Reference yield:

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → ethyl 2-((1R,3R)-3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate (1427513-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C

2: hydrogenchloride; sodium hydrogencarbonate / water

With hydrogenchloride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; water;

DOI:10.1039/c3ob27111k

Reference yield:

C26H37N3O6S*C2HF3O2 → ethyl 2-((1R,3R)-3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate (1427513-55-0)

Guidance literature:

With hydrogenchloride; sodium hydrogencarbonate; In water;

DOI:10.1039/c3ob27111k

upstream raw materials:

ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

N-(tert-butyloxycarbonyl)-L-isoleucine

2-acetylthiazol-4-carboxylic acid ethyl ester

C₁₅H₁₈N₂O₃S*C₂HF₃O₂

Downstream raw materials:

(2S,4R)-methyl 4-(2-((6S,9R,11R)-6-((S)-sec-butyl)-2,2-dimethyl-4,7,13-trioxo-9-phenyl-3,12-dioxa-5,8-diazatetradecan-11-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

(2S,4R)-methyl 4-(2-((1R,3R)-1-hydroxy-3-((2S,3S)-3-methyl-2-((R)-1-methylpiperidine-2-carboxamido)pentanamido)-3-phenylpropyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

C₃₈H₅₁N₅O₆S

(2S,4R)-4-(2-((1R,3R)-1-acetoxy-3-((2S,3S)-3-methyl-2-((R)-1-methylpiperidine-2-carboxamido)pentanamido)-3-phenylpropyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoic acid