146072-04-0

Basic information

• Product Name: (2R,3R)-2,3-Bis-benzyloxy-hexanal
• Synonyms: (2R,3R)-2,3-Bis-benzyloxy-hexanal
• CAS NO: 146072-04-0
• Molecular Weight: 312.409
• Mol File: 146072-04-0.mol

Chemical Properties

• CAS DataBase Reference: (2R,3R)-2,3-Bis-benzyloxy-hexanal(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2,3-Bis-benzyloxy-hexanal(146072-04-0)
• EPA Substance Registry System: (2R,3R)-2,3-Bis-benzyloxy-hexanal(146072-04-0)

Safety Data

• Hazardous Substances Data: 146072-04-0(Hazardous Substances Data)

Upstream product

• 131087-28-0 (2S,3S,4R)-3,4-Bis-benzyloxy-heptane-1,2-diol 
• 887502-18-3 (2S,3R)-2,3-bis(benzyloxy)hexan-1-ol 
• 142204-60-2 (2S,3R)-3-benzoyloxy-1,2-hexanediol 
• 444987-73-9 (2S,3R)-3-benzyloxy-hexane-1,2-diol 
• 131087-27-9 (2S,3R,4R)-1,2-Cyclopentylidendioxy-3,4-dibenzyloxyheptane 

Downstream Products

• 131087-30-4 6-((1R,2R)-1,2-Bis-benzyloxy-pentyl)-4-hydroxy-5,6-dihydro-pyran-2-one 
• 887502-21-8 C₂₇H₃₆O₃ 
• 146143-46-6 (6R,1'R,2'R)-6-(1',2'-Dibenzyloxypentyl)-5,6-dihydro-4-methoxypyran-2-one 
• 146143-45-5 (6S,1'R,2'R)-6-(1',2'-Dibenzyloxypentyl)-5,6-dihydro-4-methoxypyran-2-one 

Relevant articles and documents

[1,3]-Transfer of chirality during the nicholas reaction in γ-benzyloxy propargylic alcohols

A highly regio- and stereoselective intramolecular [1.5]-hydrogentransfer process is described. Treatment of γ-benzyl-protccted Co 2(CO)6-α,γ-acetylenic diols with BF 3·OEt2 provides bis-homopropargylic alcohols. The reaction occurs within seconds, tolerates a wide range of functionalities, and provides good yields. When the ether group is located at a stereochemically defined carbon atom, the rearrangement occurs with high stereoselectivity, transferring the chirality of the carbinol center to the newly created stereocenter. The cleavage of the benzyloxy group is totally regioselective when additional benzyl ethers are present. The scope and limitations of this novel process in densely substituted substrates are evaluated, and possible competitive reactions and/or stereochemical influences are also described. A mechanism based on a highly ordered chair-like transition state substantiated by a theoretical study is also included.

Stereoselective Synthesis of Unnatural Stereoisomers of LL-P880β and LL-P880γ, Pestatolin Analogues from Penicillium sp.

A synthesis of unnatural stereoisomers of LL-P880β and (2) and subsequent transformation of 2 into LL-P880γ (3) were achieved by starting from diacetoneglucose (4).A chiral building block, 5-deoxy-α-D-ribofuranose derivative 9, was derived from 4 by two s