tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

Base Information

Chemical Name:tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate
CAS No.:160803-09-8
Molecular Formula:C₂₁H₃₁NO₅
Molecular Weight:377.481
Hs Code.:

Synonyms:tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

Suppliers and Price of tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

There total 6 articles about tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate 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:

: 7633-32-1
tert-butyl glyoxylate

: 160803-09-8
tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / LiCl; triethylamine / acetonitrile / 1.17 h / 0 °C

2: (S)-Alpine-Hydride / tetrahydrofuran / 1 h / -78 °C

With (S)-alpine-hydride; triethylamine; lithium chloride; In tetrahydrofuran; acetonitrile; 1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo020442o

Reference yield:

: 488760-73-2
tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-6-phenyl-(E)-2-hexenoate

: 160803-09-8
tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

: 488760-74-3
tert-butyl (4R,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

Guidance literature:: With (S)-alpine-hydride; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1021/jo020442o

Reference yield:

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

: 160803-09-8
tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 54 percent / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 73 percent / LiCl; triethylamine / acetonitrile / 1.17 h / 0 °C

3.1: (S)-Alpine-Hydride / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; (S)-alpine-hydride; triethylamine; lithium chloride; In tetrahydrofuran; hexane; acetonitrile; 2.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo020442o