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

Base Information

Chemical Name:2-(trimethylsilyl)ethyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
CAS No.:169789-15-5
Molecular Formula:C₃₇H₄₇N₃O₁₄Si
Molecular Weight:785.877
Hs Code.:

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

There total 1 articles about 2-(trimethylsilyl)ethyl O-(3,4,6-tri-O-acetyl-2-azido-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: 92.0%

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

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

: 169789-15-5
2-(trimethylsilyl)ethyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; silver trifluoromethanesulfonate; In dichloromethane; at -70 - 0 ℃; for 2h;

Reference yield: 83.0%

: 169789-15-5
2-(trimethylsilyl)ethyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

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

Guidance literature:: With tetrafluoroboric acid; In methanol; diethyl ether; at 23 ℃; for 48h;

Reference yield:

: 169789-15-5
2-(trimethylsilyl)ethyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

: 169789-25-7
2-(trimethylsilyl)ethyl O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / HBF₄ / methanol; diethyl ether / 48 h / 23 °C

2: 92 percent / 10-camphorsulphonic acid / dimethylformamide / 3 h / 23 °C

3: 89 percent / pyridine / 0.25 h / 0 °C

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

5: 4-(dimethylamino)pyridine, pyridine / 1 h / 0 °C

6: 86 percent / thiourea / methanol / 24 h / 23 °C

7: 94 percent / 2,6-di-tert-butyl-4-methylpyridine, 4 Angstroem molecular sieves, CF₃SO₂OMe / diethyl ether / 66 h / 23 °C

8: 1.) triphenylphosphine, 2.) H₂O, 3.) pyridine

9: 98 percent / H₂ / 10percent Pd/C / ethanol; acetic acid / 24 h / 25 °C / 5171.5 Torr

With pyridine; dmap; tetrafluoroboric acid; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; camphor-10-sulfonic acid; water; hydrogen; thiourea; triphenylphosphine; methyl trifluoromethanesulfonate; palladium on activated charcoal; In methanol; diethyl ether; ethanol; acetic acid; N,N-dimethyl-formamide;