allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside
CAS No.:170452-31-0
Molecular Formula:C₆₄H₆₈O₁₀S
Molecular Weight:1029.3
Hs Code.:

Synonyms:allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

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Chemical Property of allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

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Technology Process of allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

There total 3 articles about allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-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: 70.0%

: 90357-89-4
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate

: 170452-30-9
allyl 3,4,6-tri-O-benzyl-2-thio-β-D-gluco-pyranoside

: 170452-31-0
allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at -10 ℃; for 1.5h;
DOI:10.1016/0008-6215(95)00014-K

Reference yield:

: allyl 3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranoside

: 170452-31-0
allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / dimethylformamide / 0.08 h / Ambient temperature

2: 97 percent / NaOMe / methanol / 0.08 h / 0 °C

3: 70 percent / 4A molecular sieves, triethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1.5 h / -10 °C

With 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium methylate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00014-K

Reference yield:

: 170452-29-6
allyl 3,4,6-tri-O-benzyl-2-S-acetyl-β-D-glucopyranoside

: 170452-31-0
allyl 3,4,6-tri-O-benzyl-2-thio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / NaOMe / methanol / 0.08 h / 0 °C

2: 70 percent / 4A molecular sieves, triethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1.5 h / -10 °C

With 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium methylate; In methanol; dichloromethane;
DOI:10.1016/0008-6215(95)00014-K