(1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene

Base Information

Chemical Name:(1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene
CAS No.:200621-49-4
Molecular Formula:C₂₃H₂₆O₅
Molecular Weight:382.456
Hs Code.:

Synonyms:(1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene

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Chemical Property of (1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene

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Technology Process of (1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene

There total 13 articles about (1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene 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: 93.0%

: 200621-48-3
methyl 4-O-allyl-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-hept-6-enopyranoside

: 200621-49-4
(1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene

Guidance literature:: Grubbs catalyst first generation; In toluene; Ambient temperature;
DOI:10.1055/s-1997-1009

Reference yield:

: 17791-36-5
methyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 200621-49-4
(1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / imidazole / dimethylformamide

2: 95 percent / CSA / methanol / 0 °C

3: 77 percent / TBAF

4: 95 percent / NaH

5: 90 percent / Grubbs catalyst / CH₂Cl₂ / 23 °C

With 1H-imidazole; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hydride; Grubbs catalyst first generation; In methanol; dichloromethane; N,N-dimethyl-formamide; 3: Swern oxidation;
DOI:10.1016/S0040-4039(02)01617-9

Reference yield:

: 236424-93-4
methyl 2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-hept-6-enopyranoside

: 200621-49-4
(1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / NaH

2: 90 percent / Grubbs catalyst / CH₂Cl₂ / 23 °C

With sodium hydride; Grubbs catalyst first generation; In dichloromethane;
DOI:10.1016/S0040-4039(02)01617-9