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

Base Information

Chemical Name:benzyl 3,4,6-tri-O-acetyl-2-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-2-thio-β-D-glucopyranoside
CAS No.:159495-68-8
Molecular Formula:C₃₃H₄₂O₁₇S
Molecular Weight:742.752
Hs Code.:

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

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

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

There total 5 articles about benzyl 3,4,6-tri-O-acetyl-2-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-2-thio-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:

: 63073-99-4
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-mercaptotetrahydro-2H-pyran-3,4,5-triol

: 159495-68-8
benzyl 3,4,6-tri-O-acetyl-2-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-2-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: hexamethylphosphoric acid triamide / 18 h / Ambient temperature

2: pyridine / 18 h / Ambient temperature

3: 64 percent / 39percent HBr/AcOH / acetic acid / 18 h

4: 62 percent / silver carbonate, silver perchlorate, mol. sieves 4A / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; 4 A molecular sieve; hydrogen bromide; silver perchlorate; acetic acid; silver carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; acetic acid;
DOI:10.1016/0008-6215(94)84182-9

Reference yield:

: 92051-23-5
1,3,4,6-tetra-O-acetyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranose

: 159495-68-8
benzyl 3,4,6-tri-O-acetyl-2-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-2-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: hexamethylphosphoric acid triamide / 18 h / Ambient temperature

2: pyridine / 18 h / Ambient temperature

3: 64 percent / 39percent HBr/AcOH / acetic acid / 18 h

4: 62 percent / silver carbonate, silver perchlorate, mol. sieves 4A / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; 4 A molecular sieve; hydrogen bromide; silver perchlorate; acetic acid; silver carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; acetic acid;
DOI:10.1016/0008-6215(94)84182-9

Reference yield:

: 158213-20-8
1,3,4,6-tetra-O-acetyl-2-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-2-thio-β-D-glucopyranose

: 159495-68-8
benzyl 3,4,6-tri-O-acetyl-2-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-2-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / 39percent HBr/AcOH / acetic acid / 18 h

2: 62 percent / silver carbonate, silver perchlorate, mol. sieves 4A / CH₂Cl₂ / 2 h / Ambient temperature

With 4 A molecular sieve; hydrogen bromide; silver perchlorate; acetic acid; silver carbonate; In dichloromethane; acetic acid;
DOI:10.1016/0008-6215(94)84182-9