dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:304453-19-8
Molecular Formula:C₄₁H₅₂O₈S
Molecular Weight:704.925
Hs Code.:

Synonyms:dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside

There total 5 articles about dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-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: 96.0%

: 108-24-7
acetic anhydride

: 304453-17-6
dodecyl 2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside

: 304453-19-8
dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q

Reference yield:

: 85618-27-5
n-dodecyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

: 304453-19-8
dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / CH₂Cl₂; methanol / 0.5 h / 20 °C

2: CSA / dimethylformamide / 5 h / 20 °C / 20 Torr

3: 89 percent / DMAP; pyridine / CH₂Cl₂ / 12 h / 20 °C

4: 61 percent / Et₃SiH; CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

5: 96 percent / DMAP; pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; triethylsilane; dmap; camphor-10-sulfonic acid; sodium methylate; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Condensation / 3: Acylation / 4: Ring cleavage / 5: Acetylation;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q

Reference yield:

: 85618-22-0
S-dodecyl 1-thio-β-D-glucopyranoside

: 304453-19-8
dodecyl 4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: CSA / dimethylformamide / 5 h / 20 °C / 20 Torr

2: 89 percent / DMAP; pyridine / CH₂Cl₂ / 12 h / 20 °C

3: 61 percent / Et₃SiH; CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

4: 96 percent / DMAP; pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; triethylsilane; dmap; camphor-10-sulfonic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Acylation / 3: Ring cleavage / 4: Acetylation;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q