phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside
CAS No.:259871-06-2
Molecular Formula:C₆₄H₆₄O₁₄S
Molecular Weight:1089.27
Hs Code.:

Synonyms:phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

There total 6 articles about phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside 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: 72.0%

: 259871-05-1
phenyl 6-O-(2-O-benzoyl-1-O-benzyl-4,6-O-benzylidene-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

: 259871-06-2
phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: With hydrogenchloride; molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃;
DOI:10.1080/07328309908544056

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 259871-06-2
phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 59 percent / pyridine / 25 h / 90 - 100 °C

2: 83 percent / NaH / dimethylformamide / 2 h / 20 °C

3: 83 percent / p-TosOH / CHCl₃; methanol / 1 h / 20 °C

4: 68 percent / DMAP / pyridine / 19 h / 20 °C

5: 86 percent / DCC; DMAP / CH₂Cl₂ / 20 h / 20 °C

6: 72 percent / NaCNBH₃; HCl; molecular sieves / diethyl ether; tetrahydrofuran / 0 °C

With hydrogenchloride; dmap; molecular sieve; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide; 1: Arylation / 2: Alkylation / 3: Substitution / 4: Esterification / 5: Condensation / 6: Reduction;
DOI:10.1080/07328309908544056

Reference yield:

: 220774-86-7
phenyl 1-thio-6-O-triphenylmethyl-β-D-galactopyranoside

: 259871-06-2
phenyl 6-O-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / NaH / dimethylformamide / 2 h / 20 °C

2: 83 percent / p-TosOH / CHCl₃; methanol / 1 h / 20 °C

3: 68 percent / DMAP / pyridine / 19 h / 20 °C

4: 86 percent / DCC; DMAP / CH₂Cl₂ / 20 h / 20 °C

5: 72 percent / NaCNBH₃; HCl; molecular sieves / diethyl ether; tetrahydrofuran / 0 °C

With hydrogenchloride; dmap; molecular sieve; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide; 1: Alkylation / 2: Substitution / 3: Esterification / 4: Condensation / 5: Reduction;
DOI:10.1080/07328309908544056