102521-17-5

Basic information

• Product Name: (1S,15S)-bicyclo<13.1.0>hexadecan-2-one 1,4-di-O-benzyl-D-threitol ketal
• Synonyms: (1S,15S)-bicyclo<13.1.0>hexadecan-2-one 1,4-di-O-benzyl-D-threitol ketal
• CAS NO: 102521-17-5
• Molecular Weight: 520.753
• Mol File: 102521-17-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1S,15S)-bicyclo<13.1.0>hexadecan-2-one 1,4-di-O-benzyl-D-threitol ketal(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,15S)-bicyclo<13.1.0>hexadecan-2-one 1,4-di-O-benzyl-D-threitol ketal(102521-17-5)
• EPA Substance Registry System: (1S,15S)-bicyclo<13.1.0>hexadecan-2-one 1,4-di-O-benzyl-D-threitol ketal(102521-17-5)

Safety Data

• Hazardous Substances Data: 102521-17-5(Hazardous Substances Data)

Upstream product

• 91604-41-0 (R,R)-1,4-dibenzylthreitol 
• 60447-89-4 2-bromocyclopentadecan-1-one 
• 56345-01-8 (2E)-cyclopentadec-2-en-1-one 
• 175275-95-3 bicyclo<13.1.0>hexadecan-2-one 
• 75-11-6 diiodomethane 
• 102521-15-3 (E)-cyclopentadec-2-en-1-one 1,4-di-O-benzyl-D-threitol ketal 
• 17401-06-8 (2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol 
• 102521-15-3 (E)-cyclopentadec-2-en-1-one cyclic (1S,2S)-1,2-bis<(benzyloxy)methyl>ethylene acetal 

Downstream Products

• 102572-90-7 (1R,15R)-bicyclo<13.1.0>hexadecan-2-one 1,4-di-O-benzyl-D-threitol ketal 
• 62151-56-8 (3R)-3-methylcyclopentadecan-1-ol 
• 10403-00-6 (R)-3-methyl-1-cyclopentadecanone 
• 91604-41-0 (R,R)-1,4-dibenzylthreitol 
• 102521-18-6 (1S, 15S)-bicyclo<13.1.0>hexadecan-2-one 

Relevant articles and documents

Homochiral Ketals in Organic Synthesis. Diastereoselective Cyclopropanation of Medium and Large Ring α,β-Unsaturated Ketals Derived from 1,4-Di-O-benzyl-L-threitol

-

Homochiral Ketals in Organic Synthesis. Enantioselective Synthesis of (R)-Muscone

An efficient, enantioselective preparation of (R)-muscone employing a diastereoselective Simmons-Smith cyclopropanation is described.Cyclopropanation is directed via chelation control by a homochiral ketal protecting group derived from unnatural tartaric acid.The overall yield of (R)-muscone (>95percent R) from commercially available cyclopentadecanone is 60percent over seven steps.