Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-di-O-benzyl-α-D-xylopyranoside

Base Information

Chemical Name:Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-di-O-benzyl-α-D-xylopyranoside
CAS No.:99388-77-9
Molecular Formula:C₇₁H₇₄O₁₃
Molecular Weight:1135.36
Hs Code.:

Synonyms:Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-di-O-benzyl-α-D-xylopyranoside

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Chemical Property of Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-di-O-benzyl-α-D-xylopyranoside

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Technology Process of Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-di-O-benzyl-α-D-xylopyranoside

There total 13 articles about Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-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: 76.0%

: 96192-07-3
2,3,5-tri-O-benzyl-L-arabinofuranose

: 99388-72-4
Benzyl 4-O-(3-O-Allyl-2,4-di-O-benzyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-α-D-xylopyranoside

: 99388-77-9
Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-di-O-benzyl-α-D-xylopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; at 0 ℃; overnight;
DOI:10.1246/bcsj.58.1464

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

: 99388-77-9
Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-di-O-benzyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 19 percent / p-toluenesulfonic acid monohydrate / 1.5 h / 75 °C

2: 42 percent / 1.) p-toluenesulfonic acid monohydrate, 2.) triethylamine; / dimethylformamide / 4 h / 120 °C

3: NaH / 1 h / 80 °C

4: acetic acid, H₂O / acetone / 1 h / Ambient temperature

5: solid KOH / 2 h / 120 °C

6: potassium t-butoxide; / dimethylsulfoxide / 1 h / 115 °C

7: 47 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, p-nitrobenzene sulfonyl chloride, CF₃SO₃Ag / CH₂Cl₂ / 0 °C / overnight

8: 76 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, p-nitrobenzene sulfonyl chloride, CF₃SO₃Ag / CH₂Cl₂ / 0 °C / overnight

With potassium hydroxide; potassium tert-butylate; water; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1246/bcsj.58.1464

Reference yield:

: 100-44-7
benzyl chloride

: 99388-77-9
Benzyl O-(2,3,4-tri-O-benzyl-α-L-arabinofuranosyl)-(1-3)-O-(2,4-di-O-benzyl-β-D-xylopyranosyl)-(1-4)-2,3-di-O-benzyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: solid KOH / 2 h / 120 °C

2: potassium t-butoxide; / dimethylsulfoxide / 1 h / 115 °C

3: 47 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, p-nitrobenzene sulfonyl chloride, CF₃SO₃Ag / CH₂Cl₂ / 0 °C / overnight

4: 76 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, p-nitrobenzene sulfonyl chloride, CF₃SO₃Ag / CH₂Cl₂ / 0 °C / overnight

With potassium hydroxide; potassium tert-butylate; silver trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; dimethyl sulfoxide;
DOI:10.1246/bcsj.58.1464