(3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Base Information

Chemical Name:(3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide
CAS No.:737767-63-4
Molecular Formula:C₂₅H₃₇N₃O₃
Molecular Weight:427.587
Hs Code.:

Synonyms:(3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

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Chemical Property of (3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

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Technology Process of (3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

There total 3 articles about (3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-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: 79.0%

: 737767-62-3
[(1R,2R)-1-Benzyl-3-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-2-((R)-toluene-4-sulfinyl)-propyl]-carbamic acid benzyl ester

: 737767-63-4
(3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: [(1R,2R)-1-Benzyl-3-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinolin-2-yl)-2-((R)-toluene-4-sulfinyl)-propyl]-carbamic acid benzyl ester; With 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride; In acetonitrile; at 20 ℃;

With sodium tetrahydroborate; Further stages.;
DOI:10.1016/j.tetlet.2004.04.160

Reference yield:

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

: 737767-63-4
(3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / methanol / 60 h / 60 °C

2.1: 12 percent / LDA / tetrahydrofuran / -78 °C

3.1: trifluoroacetic anhydride; sym-collidine / acetonitrile / 20 °C

3.2: 79 percent / NaBH₄

With 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; methanol; acetonitrile; 1.1: Michael reaction;
DOI:10.1016/j.tetlet.2004.04.160

Reference yield:

: 737767-61-2
(3S,4aS,8aS)-2-[2-((R)-Toluene-4-sulfinyl)-ethyl]-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

: 737767-63-4
(3S,4aS,8aS)-2-((4R,5R)-4-Benzyl-2-oxo-oxazolidin-5-ylmethyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 12 percent / LDA / tetrahydrofuran / -78 °C

2.1: trifluoroacetic anhydride; sym-collidine / acetonitrile / 20 °C

2.2: 79 percent / NaBH₄

With 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.tetlet.2004.04.160