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

Base Information

Chemical Name:O-triisopropylsilyl [2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-O-[2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)]-O-2,3-O-isopropylidene-β-L-rhamnopyranoside
CAS No.:850004-34-1
Molecular Formula:C₅₃H₇₄O₁₅Si
Molecular Weight:979.247
Hs Code.:

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

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 11 articles about O-triisopropylsilyl [2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-O-[2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)]-O-2,3-O-isopropylidene-β-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: 51.0%

: 850004-33-0
O-triisopropylsilyl-O-[2,4-di-O-benzyl-3-hydroxy-β-D-xylopyranosyl-(1->4)]-O-2,3-O-isopropylidene-β-L-rhamnopyranoside

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

: 850004-34-1
O-triisopropylsilyl [2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-O-[2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)]-O-2,3-O-isopropylidene-β-L-rhamnopyranoside

Guidance literature:: With triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1021/ja0422007

Reference yield:

: 2,4-di-O-benzyl-α,β-D-xylopyranose

: 850004-34-1
O-triisopropylsilyl [2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-O-[2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)]-O-2,3-O-isopropylidene-β-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: diphenyl sulfoxide; 2,4,6-tri-tert-butylpyridine / CH₂Cl₂ / 0.25 h / -78 °C

2: 296 mg / CH₂Cl₂ / -78 - 20 °C

3: 51 percent / triethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h / 0 °C

With 2,4,6-tri-tertbutylpyridine; 1,1'-sulfinylbisbenzene; triethylsilyl trifluoromethyl sulfonate; In dichloromethane;
DOI:10.1021/ja062364i

Reference yield:

: 850004-31-8
triisopropyl 2,3-di-O-isopropylidene-β-L-rhamnopyranose

: 850004-34-1
O-triisopropylsilyl [2,3-di-O-acetyl-5-O-benzyl-β-D-apiofuranosyl-(1->3)]-O-[2,4-di-O-benzyl-β-D-xylopyranosyl-(1->4)]-O-2,3-O-isopropylidene-β-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 296 mg / CH₂Cl₂ / -78 - 20 °C

2: 51 percent / triethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h / 0 °C

With triethylsilyl trifluoromethyl sulfonate; In dichloromethane;
DOI:10.1021/ja062364i