Compound Q&A
How is (1S,2R,3S,5R)-3-(Benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane (CAS: 110567-22-1) typically synthesized?
Answer
![(1S,2R,3S,5R)-3-(Benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane](https://static.chemtradehub.com/structs/110/110567-22-1-8229.webp "(1S,2R,3S,5R)-3-(Benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane")
(1S,2R,3S,5R)-3-(Benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane is synthesized via a multistep process involving the protection of the hydroxyl groups, followed by the introduction of the desired oxabicyclic structure. Commonly used catalysts include triphenylphosphine and palladium(II) acetate. The overall yield is around 70-80%, with good selectivity.
About
CAS No
110567-22-1
English Name
(1S,2R,3S,5R)-3-(Benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane
Molecular Formula
C20H22O3
Molecular Weight
310.39 g/mol
SMILES
C1C2C(O2)C(C1OCC3=CC=CC=C3)COCC4=CC=CC=C4
InChIKey
YPDRJNPIGFCETD-WCIQWLHISA-N
Last Updated: 2025-10-10 12:21
![(1S,2R,3S,5R)-3-(Benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane — Jin Jinle (Hunan) Chemical Co., Ltd.](https://static.chemtradehub.com/suppliers/67ce76192b2de6e8e95a464e/67ce76192b2de6e8e95a464e-logo.webp){kind=logo}
![(1S,2R,3S,5R)-3-(Benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane — Shanghai Yinxin Laboratory Equipment Co., Ltd.](https://static.chemtradehub.com/suppliers/67cdd97a57537e5c8069adfb/67cdd97a57537e5c8069adfb-logo.webp){kind=logo}