(2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid

Base Information

Chemical Name:(2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid
CAS No.:150323-19-6
Molecular Formula:C₃₂H₅₄N₂O₄Si
Molecular Weight:558.877
Hs Code.:

Synonyms:(2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid

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Chemical Property of (2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid

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Technology Process of (2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid

There total 7 articles about (2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid 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:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 150323-19-6
(2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / imidazole / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 1.) LDA / 1.) THF, hexane, 30 min, 2.) THF, hexane, 3 h

3: 97 percent / 49percent aq. HF / acetonitrile / 18 h / Ambient temperature

4: Et₃N / CH₂Cl₂

5: 35 percent / K₂CO₃ / xylene / 140 °C

6: 1M LiOH / 1,2-dimethoxy-ethane / 3 h / Ambient temperature

7: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; lithium hydroxide; hydrogen fluoride; potassium carbonate; triethylamine; lithium diisopropyl amide; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; xylene;
DOI:10.1021/jm00047a001

Reference yield:

: 62396-80-9
(5S)-(5-tert-butyldimethylsilyloxymethyl)furan-2(5H)-one

: 150323-19-6
(2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) THF, hexane, 30 min, 2.) THF, hexane, 3 h

2: 97 percent / 49percent aq. HF / acetonitrile / 18 h / Ambient temperature

3: Et₃N / CH₂Cl₂

4: 35 percent / K₂CO₃ / xylene / 140 °C

5: 1M LiOH / 1,2-dimethoxy-ethane / 3 h / Ambient temperature

6: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; lithium hydroxide; hydrogen fluoride; potassium carbonate; triethylamine; lithium diisopropyl amide; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; xylene;
DOI:10.1021/jm00047a001

Reference yield:

: 150323-17-4
3R,5S-3-Benzyl-5-mesyloxymethyl-4,5-dihydro-2(3H)-furanon

: 150323-19-6
(2R,4S)-2-Benzyl-5-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-4-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 35 percent / K₂CO₃ / xylene / 140 °C

2: 1M LiOH / 1,2-dimethoxy-ethane / 3 h / Ambient temperature

3: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; lithium hydroxide; potassium carbonate; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; xylene;
DOI:10.1021/jm00047a001