phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside
CAS No.:1447946-81-7
Molecular Formula:C₅₁H₅₁N₇O₁₀SSi
Molecular Weight:982.158
Hs Code.:

phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Synonyms:phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

There total 7 articles about phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-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: 81.0%

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

: 1447946-85-1
C₂₁H₁₇BrN₄O₅

: 1447946-81-7
phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside; C₂₁H₁₇BrN₄O₅; With 2,4,6-trimethyl-pyridine; In dichloromethane; at -30 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With silver trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 2h;
DOI:10.1039/c3ob40935j

Reference yield:

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

: 1447946-81-7
phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 12 h / Inert atmosphere

2.1: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.03 h / Inert atmosphere

2.2: 1.5 h / 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 2 h / 10 °C / Inert atmosphere

4.1: tetrabutylammoniun azide / acetonitrile / 20 h / -30 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

5.1: 2,4,6-trimethyl-pyridine / dichloromethane / 0.5 h / -30 °C / Molecular sieve; Inert atmosphere

5.2: 2 h / -30 °C

With pyridine; 2,4,6-trimethyl-pyridine; dimethyltin dichloride; tetrabutylammoniun azide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/c3ob40935j

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1447946-81-7
phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-α-D-galactopyranosyl(1→4)-3-O-acetyl-2-azido-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 12 h / Inert atmosphere

2.1: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.03 h / Inert atmosphere

2.2: 1.5 h / 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 2 h / 10 °C / Inert atmosphere

4.1: tetrabutylammoniun azide / acetonitrile / 20 h / -30 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

5.1: 2,4,6-trimethyl-pyridine / dichloromethane / 0.5 h / -30 °C / Molecular sieve; Inert atmosphere

5.2: 2 h / -30 °C

With pyridine; 2,4,6-trimethyl-pyridine; dimethyltin dichloride; tetrabutylammoniun azide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/c3ob40935j