(3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Base Information

Chemical Name:(3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide
CAS No.:159878-19-0
Molecular Formula:C₃₇H₅₀N₄O₃S
Molecular Weight:630.895
Hs Code.:

(3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Synonyms:(3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

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Chemical Property of (3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

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Technology Process of (3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

There total 5 articles about (3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide 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:

: 159878-18-9
[(S)-1-[(1S,2R)-1-Benzyl-3-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-2-hydroxy-propylcarbamoyl]-2-(naphthalen-2-ylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

: 159878-19-0
(3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃;
DOI:10.1021/jm020537i

Reference yield:

: 128018-44-0
N-benzyloxycarbonyl-3(S)-amino-1,2(S)epoxy-4-phenylbutane

: 159878-19-0
(3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 60.3 percent / propan-2-ol / 5 h / Heating

2.1: m-cresol; thioanisole; 1,2-ethanedithiol / TFA; TMSBr / 2 h / 0 °C

3.1: HOBt; BOP; DIPEA / dimethylformamide / 0.17 h / 0 °C

3.2: Et₃N / dimethylformamide / 0 - 20 °C

4.1: HCl / dioxane / 0 - 20 °C

With hydrogenchloride; methyl-phenyl-thioether; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; ethane-1,2-dithiol; 3-methyl-phenol; N-ethyl-N,N-diisopropylamine; trimethylsilyl bromide; trifluoroacetic acid; In 1,4-dioxane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm020537i

Reference yield:

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

: 159878-19-0
(3S,4aS,8aS)-2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 60.3 percent / propan-2-ol / 5 h / Heating

2.1: m-cresol; thioanisole; 1,2-ethanedithiol / TFA; TMSBr / 2 h / 0 °C

3.1: HOBt; BOP; DIPEA / dimethylformamide / 0.17 h / 0 °C

3.2: Et₃N / dimethylformamide / 0 - 20 °C

4.1: HCl / dioxane / 0 - 20 °C

With hydrogenchloride; methyl-phenyl-thioether; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; ethane-1,2-dithiol; 3-methyl-phenol; N-ethyl-N,N-diisopropylamine; trimethylsilyl bromide; trifluoroacetic acid; In 1,4-dioxane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm020537i