2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
CAS No.:169789-20-2
Molecular Formula:C₃₇H₄₆ClN₃O₁₄Si
Molecular Weight:820.322
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

There total 7 articles about 2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 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:

: 67817-16-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl chloride

: 169789-20-2
2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / 2,6-di-tert-butyl-4-methylpyridine, CF₃SO₂OAg / CH₂Cl₂ / 2 h / -70 - 0 °C

2: 83 percent / HBF₄ / methanol; diethyl ether / 48 h / 23 °C

3: 92 percent / 10-camphorsulphonic acid / dimethylformamide / 3 h / 23 °C

4: 89 percent / pyridine / 0.25 h / 0 °C

5: HBF₄ / methanol; diethyl ether / 0.5 h / 0 - 23 °C

6: 4-(dimethylamino)pyridine, pyridine / 1 h / 0 °C

With pyridine; dmap; tetrafluoroboric acid; 2,6-di-tert-butyl-4-methylpyridine; camphor-10-sulfonic acid; silver trifluoromethanesulfonate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 146934-37-4
2-(Trimethylsilyl)ethyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside

: 169789-20-2
2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / 2,6-di-tert-butyl-4-methylpyridine, CF₃SO₂OAg / CH₂Cl₂ / 2 h / -70 - 0 °C

2: 83 percent / HBF₄ / methanol; diethyl ether / 48 h / 23 °C

3: 92 percent / 10-camphorsulphonic acid / dimethylformamide / 3 h / 23 °C

4: 89 percent / pyridine / 0.25 h / 0 °C

5: HBF₄ / methanol; diethyl ether / 0.5 h / 0 - 23 °C

6: 4-(dimethylamino)pyridine, pyridine / 1 h / 0 °C

With pyridine; dmap; tetrafluoroboric acid; 2,6-di-tert-butyl-4-methylpyridine; camphor-10-sulfonic acid; silver trifluoromethanesulfonate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 169789-16-6
2-(trimethylsilyl)ethyl O-(2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

: 169789-20-2
2-(trimethylsilyl)ethyl O-<4,6-di-O-acetyl-2-azido-3-O-(chloroacetyl)-2-deoxy-α-D-glucopyranosyl>-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / 10-camphorsulphonic acid / dimethylformamide / 3 h / 23 °C

2: 89 percent / pyridine / 0.25 h / 0 °C

3: HBF₄ / methanol; diethyl ether / 0.5 h / 0 - 23 °C

4: 4-(dimethylamino)pyridine, pyridine / 1 h / 0 °C

With pyridine; dmap; tetrafluoroboric acid; camphor-10-sulfonic acid; In methanol; diethyl ether; N,N-dimethyl-formamide;