phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:299174-92-8
Molecular Formula:C₆₂H₆₄O₁₁S
Molecular Weight:1017.25
Hs Code.:

Synonyms:phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-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:

: 108-98-5
thiophenol

: 299174-89-3
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-1,2-O-(1-methoxyethylidene)-α-D-glucopyranose

: 299174-92-8
phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With mercury dibromide; In acetonitrile; at 65 ℃; for 3h;
DOI:10.1080/07328300008544113

Reference yield:

: 158198-56-2
phenyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 299174-92-8
phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

: 299174-91-7
phenyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid; triethylsilane / dichloromethane / 0 - 20 °C

2.1: 2-((trifluoromethyl)thio)benzo[d]isothiazol-3(2H)-one 1,1-dioxide / dichloromethane / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 0.67 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

With triethylsilane; 2-((trifluoromethyl)thio)benzo[d]isothiazol-3(2H)-one 1,1-dioxide; trifluoroacetic acid; In dichloromethane;
DOI:10.1039/d0ob01606c

Reference yield:

: 100-39-0
benzyl bromide

: 299174-92-8
phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-2-O-acetyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 2 h / 20 °C

2: 1.87 g / HgBr₂ / acetonitrile / 3 h / 65 °C

With sodium hydride; mercury dibromide; In N,N-dimethyl-formamide; acetonitrile; 1: Alkylation / 2: Ring cleavage;
DOI:10.1080/07328300008544113