(1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid

Base Information

Chemical Name:(1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid
CAS No.:445469-33-0
Molecular Formula:C₃₀H₆₃NO₇Si₃
Molecular Weight:634.089
Hs Code.:

Synonyms:(1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid

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Chemical Property of (1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid

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Technology Process of (1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid

There total 4 articles about (1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid 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: 80.0%

: 445469-30-7
(1S,2S,3R,4S,5R)-2,4-bis-(tert-butyldimethylsilanyloxy)-3-(triethylsilanyloxy)-7-oxo-6-azabicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester

: 445469-33-0
(1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.1021/jo0257905

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 445469-33-0
(1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / 4-dimethylaminopyridine / acetonitrile / 4 h / 20 °C

2: 80 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

With dmap; lithium hydroxide; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jo0257905

Reference yield:

: (1S,3R,4S,5R)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-3-triethylsilanyloxy-6-aza-bicyclo[3.2.1]octan-7-one

: 445469-33-0
(1R,2S,3R,4S,5R)-5-tert-butoxycarbonylamino-2,4-bis-(tert-butyldimethyl-silanyloxy)-3-(triethylsilanyloxy)cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / 4-dimethylaminopyridine / acetonitrile / 4 h / 20 °C

2: 80 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

With dmap; lithium hydroxide; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jo0257905