(4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol

Base Information

Chemical Name:(4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol
CAS No.:143006-54-6
Molecular Formula:C₁₈H₂₆ClNO₃
Molecular Weight:339.862
Hs Code.:

Synonyms:(4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol

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Chemical Property of (4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol

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Technology Process of (4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol

There total 3 articles about (4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol 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: 84.0%

: 18388-03-9
2-chloromethyl-3-trimethylsilyl-1-propene

: 72155-45-4
Boc-L-phenylalaninal

: 143006-54-6
(4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol

Guidance literature:: With boron trifluoride diethyl etherate; In chloroform; at -60 ℃; for 12h;
DOI:10.1021/jo00045a045

Reference yield: 60.0%

: 161758-23-2
(4S,5S)-5-((tert-Butoxycarbonyl)amino)-1-chloro-6-phenyl-2-((trimethylsilyl)methyl)-1-hexen-4-ol

: 143006-54-6
(4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1021/jo00093a006

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 143006-54-6
(4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 20 percent / SnCl₄ / CHCl₃ / 1 h / -60 °C

2: 60 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

With tetrabutyl ammonium fluoride; tin(IV) chloride; In tetrahydrofuran; chloroform;
DOI:10.1021/jo00093a006