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

Base Information

Chemical Name:(-)-(3S,4aS,8aS,2'R,3'R)-2-[3'-amino-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide
CAS No.:737767-64-5
Molecular Formula:C₂₄H₃₉N₃O₂
Molecular Weight:401.593
Hs Code.:

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

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Chemical Property of (-)-(3S,4aS,8aS,2'R,3'R)-2-[3'-amino-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide

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Technology Process of (-)-(3S,4aS,8aS,2'R,3'R)-2-[3'-amino-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide

There total 4 articles about (-)-(3S,4aS,8aS,2'R,3'R)-2-[3'-amino-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-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: 98.0%

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

: 737767-64-5
(-)-(3S,4aS,8aS,2'R,3'R)-2-[3'-amino-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide

Guidance literature:: With potassium hydroxide; In ethanol; at 80 ℃;
DOI:10.1016/j.tetlet.2004.04.160

Reference yield: 86.0%

: 1014685-49-4
(3S,4aS,8aS,2'R,3'R)-2-[3'-azido-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide

: 737767-64-5
(-)-(3S,4aS,8aS,2'R,3'R)-2-[3'-amino-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 3h; atmospheric pressure;
DOI:10.1016/j.bmc.2007.10.020

Reference yield:

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

: 737767-64-5
(-)-(3S,4aS,8aS,2'R,3'R)-2-[3'-amino-2'-hydroxy-4'-phenylbutyl]-N-tert-butyldecahydroisoquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 4 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

4.1: 98 percent / KOH / ethanol / 80 °C

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