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

Base Information

Chemical Name:(1R,6R,8R,9R,10S)-9,10-bis(benzyloxy)-8-benzyloxymethyl-2,7-dioxabicyclo[4.4.0]dec-4-ene
CAS No.:200621-42-7
Molecular Formula:C₃₀H₃₂O₅
Molecular Weight:472.581
Hs Code.:

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

Suppliers and Price of (1R,6R,8R,9R,10S)-9,10-bis(benzyloxy)-8-benzyloxymethyl-2,7-dioxabicyclo[4.4.0]dec-4-ene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 5 articles about (1R,6R,8R,9R,10S)-9,10-bis(benzyloxy)-8-benzyloxymethyl-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: 82.0%

: 200621-41-6
cis-1-(2-O-allyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-2-phenylethene

: 200621-42-7
(1R,6R,8R,9R,10S)-9,10-bis(benzyloxy)-8-benzyloxymethyl-2,7-dioxabicyclo[4.4.0]dec-4-ene

Guidance literature:: Grubbs catalyst first generation; In toluene; at 60 ℃;
DOI:10.1016/S0040-4020(99)00296-3

Reference yield:

: 74372-90-0
3,4,6-tri-O-benzyl-D-glucal epoxide

: 200621-42-7
(1R,6R,8R,9R,10S)-9,10-bis(benzyloxy)-8-benzyloxymethyl-2,7-dioxabicyclo[4.4.0]dec-4-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / n-BuLi; ZnCl₂ / tetrahydrofuran / -70 - 25 °C

2: H₂ / Lindlar catalyst / quinoline; ethyl acetate / 760 Torr

3: 0.47 g / NaH/mineral oil / dimethylformamide

4: 82 percent / (Cy₃P)2Cl₂Ru=CHPh / toluene / 60 °C

With n-butyllithium; hydrogen; sodium hydride; zinc(II) chloride; mineral oil; Lindlar's catalyst; Grubbs catalyst first generation; In tetrahydrofuran; quinoline; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: Ring cleavage / 2: Lindlar reduction / 3: Alkylation / 4: ring-closing metathesis;
DOI:10.1016/S0040-4020(99)00296-3

Reference yield:

: 200621-39-2
(2R,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-2-(phenylethynyl)tetrahydro-2H-pyran-3-ol

: 200621-42-7
(1R,6R,8R,9R,10S)-9,10-bis(benzyloxy)-8-benzyloxymethyl-2,7-dioxabicyclo[4.4.0]dec-4-ene

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Lindlar catalyst / quinoline; ethyl acetate / 760 Torr

2: 0.47 g / NaH/mineral oil / dimethylformamide

3: 82 percent / (Cy₃P)2Cl₂Ru=CHPh / toluene / 60 °C

With hydrogen; sodium hydride; mineral oil; Lindlar's catalyst; Grubbs catalyst first generation; In quinoline; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: Lindlar reduction / 2: Alkylation / 3: ring-closing metathesis;
DOI:10.1016/S0040-4020(99)00296-3