(S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl ester
• CAS No.: 87727-38-6
• Molecular Formula: C₃₃H₄₁N₃O₅
• Molecular Weight: 559.706
• Mol file: 87727-38-6.mol

Synonyms:(S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl ester

There total 6 articles about (S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl 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:

(S)-2-Benzyloxycarbonylamino-6-{[1-[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-yl]-meth-(E)-ylidene]-amino}-hexanoic acid benzyl ester (87681-51-4) → (S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl ester (87727-38-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 5 ℃;

DOI:10.1021/jo00173a050

Reference yield:

N(α)-benzyloxycarbonyl-L-lysine benzyl ester (5591-94-6) → (S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl ester (87727-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: molecul. sieves 3 Angstroem / benzene / Ambient temperature

2: NaBH₄ / methanol / 5 °C

With sodium tetrahydroborate; 3 A molecular sieve; In methanol; benzene;

DOI:10.1021/jo00173a050

Reference yield:

N-((1S)-1-phenylethyl)hydroxylamine (53933-47-4) → (S)-2-Benzyloxycarbonylamino-6-{[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-ylmethyl]-amino}-hexanoic acid benzyl ester (87727-38-6)

Guidance literature:

Multi-step reaction with 5 steps

1: ethanol; H₂O / 3 h

2: benzene / 3 h / Heating

3: 1.) (COCl)2, Me₂SO, 2.) NEt₃ / 1.) CH₂Cl₂, -70 deg C, 2.) CH₂Cl₂, -70 deg C

4: molecul. sieves 3 Angstroem / benzene / Ambient temperature

5: NaBH₄ / methanol / 5 °C

With sodium tetrahydroborate; oxalyl dichloride; 3 A molecular sieve; dimethyl sulfoxide; triethylamine; In methanol; ethanol; water; benzene;

DOI:10.1021/jo00173a050

upstream raw materials:

(S)-2-Benzyloxycarbonylamino-6-{[1-[(S)-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-yl]-meth-(E)-ylidene]-amino}-hexanoic acid benzyl ester

N^(α)-benzyloxycarbonyl-L-lysine benzyl ester

N-((1S)-1-phenylethyl)hydroxylamine

C₉H₁₁NO