phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside
CAS No.:1301693-39-9
Molecular Formula:C₃₀H₃₅N₃O₅SSi
Molecular Weight:577.777
Hs Code.:

Synonyms:phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

There total 13 articles about phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside 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:

: C₃₂H₃₄F₆O₁₀S₃Si

: 1301693-39-9
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 1447946-74-8
phenyl 3-O-acetyl-2,4-diazido-2,4-dideoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: C₃₂H₃₄F₆O₁₀S₃Si; With tetrabutylammoniun azide; In acetonitrile; at -15 ℃; for 10h; Inert atmosphere;

With tetrabutylammonium nitrite; In acetonitrile; at -20 ℃; Inert atmosphere;
DOI:10.1039/c3ob40935j

Reference yield:

: C₃₂H₃₄F₆O₁₀S₃Si

: 1301693-39-9
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: C₃₂H₃₄F₆O₁₀S₃Si; With tetrabutylammoniun azide; In acetonitrile; at -30 ℃; for 20h; Inert atmosphere;

With tetrabutylammonium nitrite; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c3ob40935j

Reference yield:

: 77481-63-1
phenyl-1-thio-β-D-mannopyranoside

: 1301693-39-9
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; water / 0.08 h / Inert atmosphere

1.2: 2.5 h / 20 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

5.1: water; acetic acid / 1.5 h / 85 °C / Inert atmosphere

6.1: 1H-imidazole / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

7.1: pyridine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

8.1: tetrabutylammonium nitrite / acetonitrile / 1 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; sodium azide; camphor-10-sulfonic acid; water; dimethyltin dichloride; acetic acid; N-ethyl-N,N-diisopropylamine; tetrabutylammonium nitrite; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo200342v