Carbonic acid succinimidylcyclohexyl ester

Base Information

• Chemical Name: Carbonic acid succinimidylcyclohexyl ester
• CAS No.: 128595-08-4
• Molecular Formula: C11H15NO5
• Molecular Weight: 241.244
• DSSTox Substance ID: DTXSID601253452
• Nikkaji Number: J1.124.179D
• Mol file: 128595-08-4.mol

Synonyms:128595-08-4;SCHEMBL1799225;DTXSID601253452;Carbonic acid succinimidylcyclohexyl ester;Cyclohexyl 2,5-dioxo-1-pyrrolidinyl carbonate

Chemical Property of Carbonic acid succinimidylcyclohexyl ester

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 241.09502258
• Heavy Atom Count: 17
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)OC(=O)ON2C(=O)CCC2=O

Technology Process of Carbonic acid succinimidylcyclohexyl ester

There total 1 articles about Carbonic acid succinimidylcyclohexyl 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: 56.0%

di(succinimido) carbonate (74124-79-1) + cyclohexanol (108-93-0) → cyclohexyl succinimidylcarbonate (128595-08-4)

Guidance literature:

With dmap; In dichloromethane; acetonitrile; for 6h; Ambient temperature;

DOI:10.1248/cpb.38.110

Reference yield: 97.0%

2,3,4,6-tetra-O-benzoyl-D-glucopyranose (627466-64-2) + cyclohexyl succinimidylcarbonate (128595-08-4) → 2,3,4,6-tetra-O-benzoyl-D-glucopyranos-1β-yl cyclohexyl carbonate (228873-32-3)

Guidance literature:

With potassium carbonate; In toluene; at 20 ℃; for 20h;

DOI:10.1016/S0040-4039(99)00843-6

Reference yield: 89.0%

cyclohexyl succinimidylcarbonate (128595-08-4) + N-((3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-2-hydroxy-tetrahydro-pyran-3-yl)-phthalamic acid → N-((2S,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-2-cyclohexyloxycarbonyloxy-tetrahydro-pyran-3-yl)-phthalamic acid

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/S0040-4039(99)00843-6

upstream raw materials:

di(succinimido) carbonate

cyclohexanol

Downstream raw materials:

(2S,3aS,7aS)-1-[(R)-4-(6-Amino-2-cyclohexyloxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid

2,3,4,6-tetra-O-benzoyl-D-glucopyranos-1β-yl cyclohexyl carbonate

2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-2-cyclohexyloxycarbonyloxy-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester

2,2-Dimethyl-propionic acid (2S,3R,4S,5S,6R)-2-cyclohexyloxycarbonyloxy-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester