(S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol

Base Information

• Chemical Name: (S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol
• CAS No.: 247197-21-3
• Molecular Formula: C₂₁H₂₇N₃O₆
• Molecular Weight: 417.462
• Mol file: 247197-21-3.mol

Synonyms:(S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol

Chemical Property of (S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol

There total 1 articles about (S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol 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: 46.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-3-(4-benzyloxy-3-acetamido-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol (247197-19-9) → (S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol (247197-21-3) + [2-(3-acetylamino-4-benzyloxy-2-nitro-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester (247197-23-5)

Guidance literature:

(S)-3-(4-benzyloxy-3-acetamido-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol; With potassium hydroxide; In methanol; at 50 ℃;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate; for 32h;

DOI:10.1021/jo990605h

Reference yield:

(S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol (247197-21-3) → (S)-2-[2-Acetylamino-3-benzyloxy-6-((S)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid

Guidance literature:

Multi-step reaction with 4 steps

2: Cu(OAc)2; NaBH₄ / methanol / 0.5 h / 0 °C

3: 63 percent / 2,6-lutidine / 1,2-dichloro-ethane / 72 h / 70 °C

4: NaOH / H₂O; methanol

With 2,6-dimethylpyridine; sodium hydroxide; sodium tetrahydroborate; copper diacetate; In methanol; water; 1,2-dichloro-ethane; 1: Acetylation / 2: Reduction / 3: Substitution / 4: Hydrolysis;

DOI:10.1021/jo990605h

Reference yield:

(S)-3-(4-benzyloxy-3-amino-2-nitrophenyl)-2-[(tert-butoxycarbonyl)amino]-1-propanol (247197-21-3) → (S)-2-[2-Acetylamino-3-benzyloxy-6-((S)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:

Multi-step reaction with 5 steps

2: Cu(OAc)2; NaBH₄ / methanol / 0.5 h / 0 °C

3: 63 percent / 2,6-lutidine / 1,2-dichloro-ethane / 72 h / 70 °C

4: NaOH / H₂O; methanol

5: DCC / CH₂Cl₂ / 2 h

With 2,6-dimethylpyridine; sodium hydroxide; sodium tetrahydroborate; copper diacetate; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water; 1,2-dichloro-ethane; 1: Acetylation / 2: Reduction / 3: Substitution / 4: Hydrolysis / 5: Esterification;

DOI:10.1021/jo990605h

upstream raw materials:

di-tert-butyl dicarbonate

(S)-3-(4-benzyloxy-3-acetamido-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Downstream raw materials:

[2-(3-acetylamino-4-benzyloxy-2-nitro-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

N-(9-benzyloxy-5-hydroxymethyl-2-isopropyl-3-oxo-1,2,3,4,5,6-hexahydro-benzo[e][1,4]diazocin-10-yl)-acetamide

(2S)-N-[2-acetamido-3-benzyloxy-6-[(S)-2-(tert-butoxycarbonyl)amino-3-hydroxypropyl]phenyl]valine methyl ester