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

Base Information

• Chemical Name: Azido-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 130156-95-5
• Molecular Formula: C₂₄H₄₀N₄O₄S
• Molecular Weight: 480.672

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

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

Chemical Property:

Purity/Quality:

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

There total 2 articles about Azido-acetic acid (1S,2R,4R)-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: 91.0%

2-O-(chloroacetyl)-10-(dicyclohexylsulfamoyl)-D-isoborneol (130156-92-2) → Azido-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (130156-95-5)

Guidance literature:

With sodium azide; In water; acetone; Heating;

DOI:10.1016/S0040-4039(00)94713-0

Reference yield:

(-)-10-dicyclohexylsulfamoyl-D-isoborneol (96303-88-7) → Azido-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (130156-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / N,N-diethylaniline / diethyl ether / Heating

2: 91 percent / NaN₃ / acetone; H₂O / Heating

With sodium azide; N,N-diethylaniline; In diethyl ether; water; acetone;

DOI:10.1016/S0040-4039(00)94713-0

Reference yield: 95.0%

Azido-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (130156-95-5) → Amino-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (130178-50-6,130272-34-3)

Guidance literature:

With hydrogen; Pd-BaSO₄; In methanol;

DOI:10.1016/S0040-4039(00)94713-0

upstream raw materials:

2-O-(chloroacetyl)-10-(dicyclohexylsulfamoyl)-D-isoborneol

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

Downstream raw materials:

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

Amino-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester; hydrochloride

(Benzhydrylidene-amino)-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

(S)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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