(3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

Base Information

Chemical Name:(3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester
CAS No.:169390-43-6
Molecular Formula:C₁₈H₂₃NO₄
Molecular Weight:317.385
Hs Code.:

Synonyms:(3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

Chemical Property:

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Technology Process of (3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

There total 2 articles about (3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester 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%

: 501-53-1,94274-21-2
benzyl chloroformate

: 173325-14-9
(3R,4aS,8aS)-Decahydro-isoquinoline-3-carboxylic acid

: 169390-43-6,136465-85-5
(3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; for 2h; Ambient temperature; pH 9.8;
DOI:10.1021/jm00022a009

Reference yield:

: 103733-65-9
(3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

: 169390-43-6,136465-85-5
(3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂, aq.HCl / 5percent Rh/Al₂O₃ / 16 h / 120 °C / 103430 Torr

2: 85 percent / aq.NaOH / tetrahydrofuran / 2 h / Ambient temperature; pH 9.8

With hydrogenchloride; sodium hydroxide; hydrogen; Rh/Al₂O₃; In tetrahydrofuran;
DOI:10.1021/jm00022a009

Reference yield: 94.0%

: 2812-46-6
proline tert-butyl ester

: 169390-43-6,136465-85-5
(3R,4aS,8aS)-Octahydro-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

: 173325-15-0
(3R,4aS,8aS)-3-((S)-2-tert-Butoxycarbonyl-pyrrolidine-1-carbonyl)-octahydro-isoquinoline-2-carboxylic acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1.) 0 deg C, 3 h, 2.) RT, 24 h;
DOI:10.1021/jm00022a009