(1S,3R,4R)-3-Methoxycarbonylmethyl-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-Methoxycarbonylmethyl-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester
CAS No.:182266-51-9
Molecular Formula:C₂₂H₂₉NO₆
Molecular Weight:403.475
Hs Code.:

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

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

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Technology Process of (1S,3R,4R)-3-Methoxycarbonylmethyl-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-Methoxycarbonylmethyl-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:

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

: 182266-51-9
(1S,3R,4R)-3-Methoxycarbonylmethyl-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

: 182138-09-6
(1S,3S,4R)-3-Methoxycarbonylmethyl-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 12h; under 3102.9 Torr; Yield given. Yields of byproduct given;
DOI:10.1021/jo960759m

Reference yield:

: 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

: 182266-51-9
(1S,3R,4R)-3-Methoxycarbonylmethyl-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.) KHMDS / 1.) THF, room temperature, 15 min, 2.) THF, 4 deg C, 15 h; room temperature, 2 h.

2: H₂ / Pd/C / methanol / 12 h / 3102.9 Torr

With hydrogen; potassium hexamethylsilazane; palladium on activated charcoal; In methanol;
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

: 182266-51-9
(1S,3R,4R)-3-Methoxycarbonylmethyl-7-aza-bicyclo[2.2.1]heptane-1,7-dicarboxylic acid 7-benzyl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 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: 1.) KHMDS / 1.) THF, room temperature, 15 min, 2.) THF, 4 deg C, 15 h; room temperature, 2 h.

3: H₂ / Pd/C / methanol / 12 h / 3102.9 Torr

With oxalyl dichloride; hydrogen; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol;
DOI:10.1021/jo960759m