6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Name:6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:1402044-41-0
Molecular Formula:C₄₇H₆₄ClNO₁₃Si
Molecular Weight:914.563
Hs Code.:

Synonyms:6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of 6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of 6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 9 articles about 6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-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: 66.0%

: 6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-3-O-chloroacetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

: 1402044-41-0
6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With thiourea; In pyridine; ethanol; at 55 ℃; for 4.5h;
DOI:10.1021/jo301644w

Reference yield:

: p-tolyl 2,4-di-O-acetyl-3-O-chloroacetyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 1402044-41-0
6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-iodo-succinimide; trifluorormethanesulfonic acid / water; acetonitrile / 0.08 h / 20 °C

1.2: 3 h / 20 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 1 h / 40 °C / Inert atmosphere

3.1: thiourea / pyridine; ethanol / 4.5 h / 55 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; thiourea; In pyridine; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo301644w

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1402044-41-0
6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tertbutyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 6-chlorohexyl 2-acetamido-4-O-(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-6-O-benzyl-3-O-chloroacetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 22 h / 20 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

3.1: pyridine / acetonitrile / 1.5 h / 50 °C / Inert atmosphere

4.1: acetic acid / water / 0.17 h / Inert atmosphere

5.1: pyridine / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

6.1: N-iodo-succinimide; trifluorormethanesulfonic acid / water; acetonitrile / 0.08 h / 20 °C

6.2: 3 h / 20 °C / Inert atmosphere

7.1: boron trifluoride diethyl etherate / dichloromethane / 1 h / 40 °C / Inert atmosphere

8.1: thiourea / pyridine; ethanol / 4.5 h / 55 °C

With pyridine; 1H-imidazole; N-iodo-succinimide; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; acetic acid; thiourea; In pyridine; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo301644w