octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

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Chemical Name:octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside
CAS No.:1421868-78-1
Molecular Formula:C₃₉H₅₆O₁₇
Molecular Weight:796.863
Hs Code.:

Synonyms:octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

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Chemical Property of octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

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Technology Process of octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

There total 6 articles about octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-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: 90.0%

: 1421868-77-0
octyl 2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: 1421868-78-1
octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - 20 ℃; for 4h; Molecular sieve;
DOI:10.1021/jo302508e

Reference yield:

: 2280-44-6
D-Glucose

: 1421868-78-1
octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: acetyl chloride; N,N-dimethyl-formamide / 6 h / 60 °C

2: toluene-4-sulfonic acid / chloroform / 0.33 h / Reflux; Dean-Stark

3: pyridine / 3 h

4: trifluoroacetic acid; triethylsilane / dichloromethane / 0 - 20 °C / Molecular sieve

5: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / -40 - 20 °C / Molecular sieve

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; acetyl chloride; N,N-dimethyl-formamide; trifluoroacetic acid; In pyridine; dichloromethane; chloroform;
DOI:10.1021/jo302508e

Reference yield:

: 29781-80-4
octyl alpha-D-glucopyranoside

: 1421868-78-1
octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→4)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / chloroform / 0.33 h / Reflux; Dean-Stark

2: pyridine / 3 h

3: trifluoroacetic acid; triethylsilane / dichloromethane / 0 - 20 °C / Molecular sieve

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / -40 - 20 °C / Molecular sieve

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; trifluoroacetic acid; In pyridine; dichloromethane; chloroform;
DOI:10.1021/jo302508e