(3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene

Base Information

Chemical Name:(3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene
CAS No.:265996-13-2
Molecular Formula:C₁₇H₂₅NO₃
Molecular Weight:291.39
Hs Code.:

Synonyms:(3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene

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

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Chemical Property of (3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene

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Technology Process of (3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene

There total 6 articles about (3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene 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: 85.0%

: 557-93-7
2-bromoprop-1-ene

: 72155-45-4
Boc-L-phenylalaninal

: 265996-13-2
(3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene

Guidance literature:: 2-bromoprop-1-ene; With iodine; magnesium; In tetrahydrofuran; at 20 ℃;

Boc-L-phenylalaninal; In tetrahydrofuran; at 20 ℃; for 2h; Further stages.;
DOI:10.1021/ja993897c

Reference yield:

: (2S)-N-(4-methyl-3-oxo-1-phenylpent-4-en-2-yl)carbamic acid tert-butyl ester

: 265996-13-2
(3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.bmc.2014.04.011

Reference yield:

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

: 265996-13-2
(3RS,4S)-4-N-(tert-butyloxycarbonyl)amino-3-hydroxy-2-methyl-5-phenylpent-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminum hydride / toluene / -78 °C

2: tetrahydrofuran / 0 - 20 °C

With diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1021/jo015760m