(+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane

Base Information

Chemical Name:(+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane
CAS No.:110550-28-2
Molecular Formula:C₃₄H₃₄O₅
Molecular Weight:522.641
Hs Code.:

Synonyms:(+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane

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Chemical Property of (+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane

Chemical Property:

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MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane

There total 11 articles about (+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane 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%

: 110550-24-8
1D-2,3,4,5-tetra-O-benzyl-chiro-inositol

: 110550-28-2
(+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 20 ℃; for 48h;
DOI:10.1016/S0008-6215(00)00192-0

Reference yield: 68.0%

: 6090-95-5,6705-47-1,7115-27-7,23559-36-6,33800-41-8,57090-00-3,80736-37-4,80736-38-5,101312-05-4,145107-29-5,145107-31-9,133319-97-8
(+)-(1R,2R,3S,4S,5R,6S)-2,3,4,5-tetraol-7-oxabicyclo[4.1.0]heptane

: 100-39-0
benzyl bromide

: 110550-28-2
(+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane

Guidance literature:: (+)-(1R,2R,3S,4S,5R,6S)-2,3,4,5-tetraol-7-oxabicyclo[4.1.0]heptane; With sodium hydride; In N,N-dimethyl-formamide; at 30 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 30 ℃; Further stages.;
DOI:10.1016/j.carres.2007.04.024

Reference yield:

: 4381-96-8,6216-24-6,25348-63-4,80226-74-0,109526-05-8,123354-99-4,123355-00-0,123355-01-1,129829-60-3,129829-61-4,133319-96-7,143615-78-5,143615-79-6
(+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol

: 110550-28-2
(+)-(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrakisbenzyloxy-7-oxabicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 43 percent / tetrahexylammonium bromide; aq. NaOH; chiral diphosphine C44H40N2O2P2 / [η³-allylPdCl]2 / CH2Cl2 / 30 °C

2.1: 99 percent / NaOMe / methanol / 24 h / 20 °C

3.1: 88 percent / m-CPBA / methanol / 20 °C

4.1: NaH / dimethylformamide / 0.5 h / 30 °C

4.2: 68 percent / dimethylformamide / 30 °C

With sodium hydroxide; sodium methylate; tetrahexylammonium bromide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; [η³-allylPdCl]2; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2007.04.024