(1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

Base Information

Chemical Name:(1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester
CAS No.:175656-06-1
Molecular Formula:C₂₀H₂₉NO₆Si
Molecular Weight:407.539
Hs Code.:

Synonyms:(1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

Suppliers and Price of (1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

There total 1 articles about (1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl 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:

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

: (2S,3S,4R)-3-Azido-5-(tert-butyl-dimethyl-silanyloxy)-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester

: 175656-06-1
(1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

: (1R,2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

Guidance literature:: Multistep reaction;
DOI:10.1021/jo951983z

Reference yield: 75.0%

: 175656-06-1
(1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

: (1R,2S,4R,5S)-4-Hydroxy-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In dichloromethane; at -65 - 20 ℃; for 1.5h;
DOI:10.1021/jo951983z

Reference yield:

: 175656-06-1
(1R,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester

: 175656-11-8
(2S,3S,4S)-2-Benzyloxycarbonylamino-4-hydroxy-3-methoxy-pentanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / tetrabutylammonium fluoride / CH₂Cl₂ / 1.5 h / -65 - 20 °C

2: 77 percent / tetrapropylammonium perruthenate, 4-methylmorpholine N-oxide, 4A molecular sieves / acetonitrile / 4 h

3: boron trifluoride etherate / 0.5 h / Ambient temperature

4: 1.) boron trifluoride etherate, 2.) silica gel / 1.) 50 deg C, 90 min, 2.) heptane, ethyl acetate

With tetrapropylammonium perruthennate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; silica gel; 4-methylmorpholine N-oxide; In dichloromethane; acetonitrile;
DOI:10.1021/jo951983z