N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide

Base Information

Chemical Name:N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide
CAS No.:136465-90-2
Molecular Formula:C₂₄H₃₇N₅O₂
Molecular Weight:427.59
Hs Code.:

Synonyms:N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide

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Chemical Property of N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide

Chemical Property:

Purity/Quality:

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MSDS Files:: SDS file from LookChem

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Technology Process of N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide

There total 17 articles about N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide 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%

: 136465-89-9
(2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane

: 128019-40-9,149510-73-6,136465-81-1,168899-60-3
(3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide

: 136465-90-2
N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide

Guidance literature:: With silica gel; In chloroform; at 25 ℃; for 16h; regioselective reaction;
DOI:10.1016/j.tetasy.2012.06.003

Reference yield: 19.0%

: 128019-40-9,149510-73-6,136465-81-1,168899-60-3
(3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide

: 2-(1-azido-2-phenylethyl)oxirane

: 136465-90-2
N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide

: (-)-(3S,4aS,8aS,2'S,3'S)-2-[3'-azido-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide

Guidance literature:: In ethanol; for 5h; Heating;
DOI:10.1021/jo00092a026

Reference yield:

: 42238-15-3,22910-59-4,49676-93-9
(2E)-4-phenylbut-2-en-1-ol

: 136465-90-2
N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>decahydro(4aS,8aS)-isoquinoline-3(S)-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 10.3 g / 4A molecular sieves, titanium tetraisopropoxide, diethyl D-tartrate, tert-butyl hydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 20 h / -22 °C

2: 2.7 g / titanium tetraisopropoxide, azidotrimethylsilane / benzene / 0.25 h / Heating

3: 1.) 2-acetoxyisobutyryl chloride, 2.) NaOMe / 1.) chloroform, RT, 5 h, 2.) THF, RT, 3 h

4: 9.63 g / propan-2-ol / 80 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; trimethylsilylazide; 4 A molecular sieve; sodium methylate; 2-acetoxy-2-methylpropanoyl chloride; In 2,2,4-trimethylpentane; dichloromethane; isopropyl alcohol; benzene;
DOI:10.1021/jm00068a006