tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside
CAS No.:161821-72-3
Molecular Formula:C₆₉H₈₆O₁₃Si
Molecular Weight:1151.52
Hs Code.:

tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside

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Chemical Property of tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Chemical Property:

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Technology Process of tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside

There total 7 articles about tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 161821-72-3
tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 36 h / Ambient temperature

2: 90 percent / 0.01M trimethylsilyl trifluoromethanesulfonate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 0.67 h / Ambient temperature

3: 92 percent / NaOMe / methanol / 4 h / Ambient temperature

4: 1.) 0.01M trimethylsilyl trifluoromethanesulfonate, molecular sieves (4 Angstroem) / 1.) CH₂Cl₂, r.t., 3 min, 2.) CH₂Cl₂, r.t., 30 min

With dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; triethylamine; In methanol; dichloromethane;

Reference yield:

: 161821-63-2
tert-butyldimethylsilyl 3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside

: 161821-72-3
tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 0.01M trimethylsilyl trifluoromethanesulfonate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 92 percent / NaOMe / methanol / 4 h / Ambient temperature

3: 1.) 0.01M trimethylsilyl trifluoromethanesulfonate, molecular sieves (4 Angstroem) / 1.) CH₂Cl₂, r.t., 3 min, 2.) CH₂Cl₂, r.t., 30 min

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; In methanol; dichloromethane;

Reference yield:

: O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl) trichloroacetimidate

: 161821-72-3
tert-butyldimethylsilyl O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-(3-O-allyl-4-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 0.01M trimethylsilyl trifluoromethanesulfonate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 92 percent / NaOMe / methanol / 4 h / Ambient temperature

3: 1.) 0.01M trimethylsilyl trifluoromethanesulfonate, molecular sieves (4 Angstroem) / 1.) CH₂Cl₂, r.t., 3 min, 2.) CH₂Cl₂, r.t., 30 min

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; In methanol; dichloromethane;