benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside

Base Information

Chemical Name:benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside
CAS No.:185380-65-8
Molecular Formula:C₄₅H₄₈O₉
Molecular Weight:732.871
Hs Code.:

Synonyms:benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside

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Chemical Property of benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside

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Technology Process of benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside

There total 14 articles about benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside 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: 70.0%

: 185380-71-6
benzyl O-(3-O-allyl-2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside

: 185380-65-8
benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside

Guidance literature:: With sodium acetate; acetic acid; palladium dichloride; at 60 ℃; for 0.5h;
DOI:10.1246/bcsj.69.3247

Reference yield:

: 100-44-7
benzyl chloride

: 185380-65-8
benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / KOH / 1.5 h / 120 °C

2: 79 percent / aq. H₂SO₄, AcOH / 1.5 h / 75 °C

3: 52 percent / trimethylsilyl bromide, CoBr₂, tetrabutylammonium bromide, molecular sieves 3A / CH₂Cl₂ / Ambient temperature

4: 70 percent / NaOAc, aq. AcOH, PdCl₂ / 0.5 h / 60 °C

With potassium hydroxide; trimethylsilyl bromide; 3 A molecular sieve; sulfuric acid; tetrabutylammomium bromide; sodium acetate; acetic acid; cobalt(II) bromide; palladium dichloride; In dichloromethane;
DOI:10.1246/bcsj.69.3247

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 185380-65-8
benzyl O-(2,5-di-O-benzyl-α-L-arabinofuranosyl)-(1-3)-2,4-di-O-benzyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) pTsOH*H₂O, 2.) Et₃N / 1.) 70 deg C, 60 min, 2.) CHCl₃, RT

2: 64 percent / NaH / 1 h / 100 °C

3: 52 percent / trimethylsilyl bromide, CoBr₂, tetrabutylammonium bromide, molecular sieves 3A / CH₂Cl₂ / Ambient temperature

4: 70 percent / NaOAc, aq. AcOH, PdCl₂ / 0.5 h / 60 °C

With trimethylsilyl bromide; 3 A molecular sieve; tetrabutylammomium bromide; sodium acetate; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; cobalt(II) bromide; palladium dichloride; In dichloromethane;
DOI:10.1246/bcsj.69.3247