O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)}-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

Base Information

Chemical Name:O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)}-2,3-di-O-isopropylidene-α-L-rhamnopyranoside
CAS No.:1026022-16-1
Molecular Formula:C₅₃H₇₄O₁₅Si
Molecular Weight:979.247
Hs Code.:

O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)}-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

Synonyms:O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(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 O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(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 O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)}-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

There total 15 articles about O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(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: 86.0%

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

: 156058-53-6
1,2,3-tri-O-acetyl-(3-C-benzyloxymethyl)-β-D-erythrofuranose

: 1026022-16-1
O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)}-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

Guidance literature:: With t-butyldimethylsiyl triflate; In dichloromethane; at 0 ℃; for 0.416667h;
DOI:10.1021/ja801008m

Reference yield:

: 1026022-05-8
O-triisopropylsilyl 4-O-benzyl-2,3-di-O-isopropylidene-α-L-rhamnopyranoside

: 1026022-16-1
O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(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 3 steps

1.1: hydrogen / palladium on activated charcoal / methanol / 7.5 h / 5688.78 Torr

2.1: 2,4,6-tri-tertbutylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene / dichloromethane / 0.25 h / -78 °C

2.2: 24.75 h / -78 - 35 °C

3.1: tert-butyldimethylsilyl chloride / dichloromethane / 0.42 h / 0 °C

With 2,4,6-tri-tertbutylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; hydrogen; tert-butyldimethylsilyl chloride; palladium on activated charcoal; In methanol; dichloromethane;

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 1026022-16-1
O-triisopropylsilyl {[2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(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

1.1: 2,6-dimethylpyridine / dichloromethane / 4 h / 0 - 23 °C

2.1: hydrogen / palladium on activated charcoal / methanol / 7.5 h / 5688.78 Torr

3.1: 2,4,6-tri-tertbutylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene / dichloromethane / 0.25 h / -78 °C

3.2: 24.75 h / -78 - 35 °C

4.1: tert-butyldimethylsilyl chloride / dichloromethane / 0.42 h / 0 °C

With 2,6-dimethylpyridine; 2,4,6-tri-tertbutylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; hydrogen; tert-butyldimethylsilyl chloride; palladium on activated charcoal; In methanol; dichloromethane;