triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

Base Information

Chemical Name:triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside
CAS No.:1072450-36-2
Molecular Formula:C₆₃H₈₂O₁₃Si
Molecular Weight:1075.42
Hs Code.:

Synonyms:triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

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Chemical Property of triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

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Technology Process of triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

There total 18 articles about triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside 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: 77.0%

: 1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-D-xylopyranose

: 1026022-15-0
O-triisopropylsilyl [2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)]-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

: 1072450-36-2
triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -35 ℃; for 0.666667h; Inert atmosphere;
DOI:10.1002/anie.200801885

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

: 1072450-36-2
triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: Dowex resin 50WX₈ hydrogen form / 21.5 h / 65 °C

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.33 h / 5 °C

2.2: 5 - 20 °C

3.1: sulfuric acid; acetic acid / water / 5 h / 50 - 90 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene

5.1: boron trifluoride diethyl etherate

With sulfuric acid; boron trifluoride diethyl etherate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 182212-10-8
1-O-allyl-D-xylopyranoside

: 1072450-36-2
triisopropylsilyl 2,3,4-tri-O-benzyl-β-D-xylopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride

2: potassium tert-butylate; hydrogenchloride / acetone; dimethyl sulfoxide

3: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene

4: boron trifluoride diethyl etherate

With hydrogenchloride; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; boron trifluoride diethyl etherate; potassium tert-butylate; sodium hydride; In dimethyl sulfoxide; acetone;