(1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

Base Information

Chemical Name:(1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester
CAS No.:182137-84-4
Molecular Formula:C₁₉H₂₅NO₅
Molecular Weight:347.411
Hs Code.:

Synonyms:(1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl 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 (1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

There total 3 articles about (1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl 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: 87.0%

: 182137-75-3
(1S,4R)-3-Oxo-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

: 182137-84-4
(1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

Guidance literature:: With L-Selectride; In tetrahydrofuran; 1.) -40 deg C, 30 min, 2.) room temperature, 20 min.;
DOI:10.1021/jo960759m

Reference yield:

: (1S,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

: 182137-84-4
(1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -78 deg C, 30 min; room temperature, 1 h.

2: 87 percent / L-Selectride / tetrahydrofuran / 1.) -40 deg C, 30 min, 2.) room temperature, 20 min.

With oxalyl dichloride; L-Selectride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
DOI:10.1021/jo960759m

Reference yield:

: 182137-73-1
(2S,5R)-5-((S)-2-Bromo-1-triethylsilanyloxy-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

: 182137-84-4
(1S,3R,4R)-3-Hydroxy-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; potassium hexamethylsilazane; Yield given. Multistep reaction; 1.) THF, 2.) THF, 20 min.;
DOI:10.1021/jo960759m