(+)-Sibutramine

Base Information

• Chemical Name: (+)-Sibutramine
• CAS No.: 154752-44-0
• Molecular Formula: C₁₇H₂₆ClN
• Molecular Weight: 279.853
• UNII: 2K5E83H3LL
• DSSTox Substance ID: DTXSID601316882
• Nikkaji Number: J1.228.018A
• Wikidata: Q27254858
• Mol file: 154752-44-0.mol

Synonyms:(+)-Sibutramine;(R)-Sibutramine;R-(+)-Sibutramine;Sibutramine, (R)-;2K5E83H3LL;UNII-2K5E83H3LL;154752-44-0;(alphaR)-1-(4-Chlorophenyl)-N,N-dimethyl-alpha-(2-methylpropyl)cyclobutanemethanamine;Cyclobutanemethanamine, 1-(4-chlorophenyl)-N,N-dimethyl-alpha-(2-methylpropyl)-, (alphaR)-;SCHEMBL16312;DTXSID601316882;Q27254858;(.ALPHA.R)-1-(4-CHLOROPHENYL)-N,N-DIMETHYL-.ALPHA.-(2-METHYLPROPYL)CYCLOBUTANEMETHANAMINE;CYCLOBUTANEMETHANAMINE, 1-(4-CHLOROPHENYL)-N,N-DIMETHYL-.ALPHA.-(2-METHYLPROPYL)-, (.ALPHA.R)-

Chemical Property of (+)-Sibutramine

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 279.1753775
• Heavy Atom Count: 19
• Complexity: 275

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(C1(CCC1)C2=CC=C(C=C2)Cl)N(C)C
• Isomeric SMILES: CC(C)C[C@H](C1(CCC1)C2=CC=C(C=C2)Cl)N(C)C

Technology Process of (+)-Sibutramine

There total 4 articles about (+)-Sibutramine 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:

sibutramine (106650-56-0) → (R)-(+)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-N,N-dimethylamine (154752-44-0)

Guidance literature:

With O,O'-dibenzoyl-D-tartaric acid; In ethyl acetate; at 60 ℃; for 0.5h;

DOI:10.1016/S0957-4166(99)00511-X

Reference yield:

(R)-(+)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-N-methylamine (229639-54-7) → (R)-(+)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-N,N-dimethylamine (154752-44-0)

Guidance literature:

Product distribution / selectivity;

Reference yield:

(R)-N-{1-[1-(4-Chlorophenyl)cyclobutyl]-3-methylbutyl}amine (229639-56-9,84467-54-9) → (R)-(+)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-N,N-dimethylamine (154752-44-0)

Guidance literature:

Product distribution / selectivity;

upstream raw materials:

sibutramine

(R)-(+)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-N-methylamine

(R)-N-{1-[1-(4-Chlorophenyl)cyclobutyl]-3-methylbutyl}amine

Downstream raw materials:

(R)-(+)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-N-methylamine