phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

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Chemical Name:phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside
CAS No.:262605-60-7
Molecular Formula:C₆₈H₆₄O₁₄S
Molecular Weight:1137.31
Hs Code.:

Synonyms:phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

There total 6 articles about phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside 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: 83.0%

: phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1-O-benzyl-4,6-O-benzylidene-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

: 262605-60-7
phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

Guidance literature:: With hydrogenchloride; diethyl ether; sodium cyanoborohydride; In tetrahydrofuran;
DOI:10.1016/S0040-4020(99)01053-4

Reference yield:

: 85-44-9
phthalic anhydride

: 262605-60-7
phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / DMAO / pyridine / 15 h / 20 °C

2: 70 percent / DCC; DMAP; p-TsOH / pyridine / 24 h / 20 °C

3: 83 percent / HCl/Et₂O; NaCNBH₃ / tetrahydrofuran

With hydrogenchloride; dmap; diethyl ether; sodium cyanoborohydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; 1: Acylation / 2: Esterification / 3: Ring cleavage;
DOI:10.1016/S0040-4020(99)01053-4

Reference yield:

: 100-39-0
benzyl bromide

: 262605-60-7
phenyl 2,3,4-tri-O-benzyl-6-O-[(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 9.0 g / NaH / dimethylformamide / 3 h / 20 °C

2: 61 percent / aq. HCl / acetone / 24 h / 60 °C

3: 90 percent / DMAO / pyridine / 15 h / 20 °C

4: 70 percent / DCC; DMAP; p-TsOH / pyridine / 24 h / 20 °C

5: 83 percent / HCl/Et₂O; NaCNBH₃ / tetrahydrofuran

With hydrogenchloride; dmap; diethyl ether; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide; acetone; 1: Alkylation / 2: Substitution / 3: Acylation / 4: Esterification / 5: Ring cleavage;
DOI:10.1016/S0040-4020(99)01053-4