(3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene

Base Information

• Chemical Name: (3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene
• CAS No.: 99113-29-8
• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.401
• Mol file: 99113-29-8.mol

Synonyms:(3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene

Chemical Property of (3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene

There total 1 articles about (3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene 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: 96.0%

acetic anhydride (108-24-7) + (3S,4S)-5-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-pentene (99113-28-7) → (3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene (99113-29-8)

Guidance literature:

With pyridine;

DOI:10.1021/jo00225a085

Reference yield:

Me2 S + (3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene (99113-29-8) → (2R,3s)-N-[(tert-Butyloxy)carbonyl]-3-amino-2-acetoxy-4-phenylbutanal (99113-31-2)

Guidance literature:

In dichloromethane;

Reference yield:

(3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene (99113-29-8) → ((1S,2R)-1-benzyl-2,3-dihydroxypropyl)carbamic acid tert-butyl ester (99113-35-6)

Guidance literature:

With sodium tetrahydroborate; ozone; Yield given. Multistep reaction; 1.) CH₃OH, 78 deg C, 2.) CH₃OH, RT, 0.5 h;

DOI:10.1021/jo00225a085

upstream raw materials:

acetic anhydride

(3S,4S)-5-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-pentene

Downstream raw materials:

(2R,3s)-N-[(tert-Butyloxy)carbonyl]-3-amino-2-acetoxy-4-phenylbutanal

((1S,2R)-1-benzyl-2,3-dihydroxypropyl)carbamic acid tert-butyl ester

(4S,5S)-trans-N-<(tert-butyloxy)carbonyl>-5-amino-4-hydroxy-6-phenylhex-2-enoic acid

(E)-(4S,5S)-4-Acetoxy-5-tert-butoxycarbonylamino-6-phenyl-hex-2-enoic acid tert-butyl ester