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

Base Information

Chemical Name:(4S,5S)-5-((tert-Butoxycarbonyl)amino)-1-chloro-6-phenyl-2-((trimethylsilyl)methyl)-1-hexen-4-ol
CAS No.:161758-23-2
Molecular Formula:C₂₁H₃₄ClNO₃Si
Molecular Weight:412.044
Hs Code.:

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

Suppliers and Price of (4S,5S)-5-((tert-Butoxycarbonyl)amino)-1-chloro-6-phenyl-2-((trimethylsilyl)methyl)-1-hexen-4-ol

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

Chemical Property:

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

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Technology Process of (4S,5S)-5-((tert-Butoxycarbonyl)amino)-1-chloro-6-phenyl-2-((trimethylsilyl)methyl)-1-hexen-4-ol

There total 1 articles about (4S,5S)-5-((tert-Butoxycarbonyl)amino)-1-chloro-6-phenyl-2-((trimethylsilyl)methyl)-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: 20.0%

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

: 72155-45-4
Boc-L-phenylalaninal

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

Guidance literature:: With tin(IV) chloride; In chloroform; at -60 ℃; for 1h;
DOI:10.1021/jo00093a006

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:

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

: 161758-51-6
(4S,5S)-4-Benzyl-5-((E)-(S)-2-formyl-4-phenyl-but-3-enyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

2: 84 percent / p-TsOH / 46 h / Ambient temperature

3: 82 percent / DMSO, NaHCO₃ / toluene / 20 h / 110 °C

4: 73 percent / NaOH / diethyl ether / 1.) reflux, 20 min, 2.) room temp., 2 h

5: 1.) BH₃*(CH₃)2S, cyclohexene, 2.) 3 M NaOH , 30percent H₂O₂ / 1.) THF, 3 h; room temp., overnight, 2.) EtOH, room temp., 4 h

6: oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 0.33 h / -60 °C

With sodium hydroxide; oxalyl dichloride; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; cyclohexene; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo00093a006