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

Base Information

Chemical Name:phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-succinyl-1-thio-β-D-glucopyranoside
CAS No.:299174-98-4
Molecular Formula:C₆₄H₆₆O₁₃S
Molecular Weight:1075.29
Hs Code.:

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

There total 4 articles about phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-succinyl-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: 93.0%

: 108-30-5
succinic acid anhydride

: 299174-95-1
phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

: 299174-98-4
phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-succinyl-1-thio-β-D-glucopyranoside

Guidance literature:: With dmap; In pyridine; at 85 ℃; for 52h;
DOI:10.1080/07328300008544113

Reference yield:

: 100-39-0
benzyl bromide

: 299174-98-4
phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-succinyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 97 percent / NaOMe / methanol; CH₂Cl₂ / 24 h / 20 °C

4: 93 percent / DMAP / pyridine / 52 h / 85 °C

With dmap; sodium methylate; sodium hydride; mercury dibromide; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Alkylation / 2: Ring cleavage / 3: Deacetylation / 4: Acylation;
DOI:10.1080/07328300008544113

Reference yield:

: 108-98-5
thiophenol

: 299174-98-4
phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-succinyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.87 g / HgBr₂ / acetonitrile / 3 h / 65 °C

2: 97 percent / NaOMe / methanol; CH₂Cl₂ / 24 h / 20 °C

3: 93 percent / DMAP / pyridine / 52 h / 85 °C

With dmap; sodium methylate; mercury dibromide; In pyridine; methanol; dichloromethane; acetonitrile; 1: Ring cleavage / 2: Deacetylation / 3: Acylation;
DOI:10.1080/07328300008544113