methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate

Base Information

• Chemical Name: methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate
• CAS No.: 134210-24-5
• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.4
• Mol file: 134210-24-5.mol

Synonyms:methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate

Chemical Property of methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate

There total 13 articles about methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate 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: 97.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (4S,5S)-trans-N-<(tert-butyloxy)carbonyl>-5-amino-4-hydroxy-6-phenylhex-2-enoic acid (99113-32-3) → methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate (134210-24-5)

Guidance literature:

In methanol; diethyl ether; at 0 ℃;

DOI:10.1021/jo00014a010

Reference yield: 94.0%

Methyl (3R,4R,5S)-5-<(tert-butoxycarbonyl)amino>-3,4-epoxy-6-phenylhexanoate (124266-92-8) → methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate (134210-24-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60117-X

Reference yield:

methyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-6-phenyl-(E)-2-hexenoate (178259-04-6) → (4R,5S)-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate (134210-25-6) + methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate (134210-24-5)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In tetrahydrofuran; methanol; at 20 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(99)00865-0

upstream raw materials:

diazomethane

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

Methyl (3R,4R,5S)-5-<(tert-butoxycarbonyl)amino>-3,4-epoxy-6-phenylhexanoate

methyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-6-phenyl-(E)-2-hexenoate

Downstream raw materials:

methyl (4S,5S)-5-[(tert-butoxycarbonyl)amino]-4-fluoro-6-phenyl-(E)-2-hexenoate

(E)-(4S,5S)-5-tert-Butoxycarbonylamino-4-methanesulfonyloxy-6-phenyl-hex-2-enoic acid methyl ester

methyl (2R,3S)-3-benzyl-1-tert-butoxycarbonyl-2-(2-methoxycarbonyl-(E)-ethenyl)-aziridine

methyl (4R,5S)-5-[(tert-butoxycarbonyl)amino]-4-fluoro-6-phenyl-(E)-2-hexenoate