(2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

Chemical Name:(2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
CAS No.:106749-12-6
Molecular Formula:C₂₈H₄₈N₄O₄S
Molecular Weight:536.78
Hs Code.:

Synonyms:(2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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Chemical Property of (2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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Technology Process of (2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 3 articles about (2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl 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: 93.0%

: 106749-11-5
(2R,3R)-2-Bromo-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

: 106749-12-6
(2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; for 60h; Ambient temperature;
DOI:10.1016/S0040-4039(00)84112-X

Reference yield:

: 106749-13-7
(R)-3-Methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

: 106749-12-6
(2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / LDA, Me₃SiCl, NBS

2: 93 percent / NaN₃ / dimethylformamide / 60 h / Ambient temperature

With N-Bromosuccinimide; chloro-trimethyl-silane; sodium azide; lithium diisopropyl amide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)84112-X

Reference yield:

: 96864-05-0
(E)-But-2-enoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

: 106749-12-6
(2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / EtLi/CuI/BF₃*OEt₂ / -78 gradC to r.t.

2: 67 percent / LDA, Me₃SiCl, NBS

3: 93 percent / NaN₃ / dimethylformamide / 60 h / Ambient temperature

With N-Bromosuccinimide; copper(l) iodide; chloro-trimethyl-silane; sodium azide; boron trifluoride diethyl etherate; ethyllithium; lithium diisopropyl amide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)84112-X