t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate

Base Information

• Chemical Name: t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate
• CAS No.: 864070-87-1
• Molecular Formula: C₂₇H₃₀N₄O₉
• Molecular Weight: 554.557
• Mol file: 864070-87-1.mol

Synonyms:t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate

Chemical Property of t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate

There total 4 articles about t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate 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: 93.0%

t-butyl 2-(2'-deoxy-2'-phthalimido-6'-O-p-toluenesulfonyl-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-86-0) → t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-87-1)

Guidance literature:

With sodium azide; In methanol; N,N-dimethyl-formamide; at 100 ℃; for 11h;

DOI:10.1016/j.tet.2005.06.022

Reference yield:

t-butyl (Z)-2-(2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropanoate (864070-84-8) → t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-87-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / CH₂Cl₂ / 5 h

2: 83 percent / hydrogen / Pd(OH)2 / tetrahydrofuran / 30 h

3: 93 percent / sodium azide / methanol; dimethylformamide / 11 h / 100 °C

With sodium azide; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.022

Reference yield:

t-butyl 2-(2'-deoxy-2'-phthalimido-6'-O-p-toluenesulfonyl-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropanoate (864070-85-9) → t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / hydrogen / Pd(OH)2 / tetrahydrofuran / 30 h

2: 93 percent / sodium azide / methanol; dimethylformamide / 11 h / 100 °C

With sodium azide; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.022

upstream raw materials:

t-butyl 2-(2'-deoxy-2'-phthalimido-6'-O-p-toluenesulfonyl-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate

t-butyl (Z)-2-(2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropanoate

t-butyl 2-(2'-deoxy-2'-phthalimido-6'-O-p-toluenesulfonyl-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropanoate

t-butyl (3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropionate

Downstream raw materials:

C₁₉H₂₈N₄O₇

C₁₇H₂₁IN₄O₈

C₂₁H₂₉IN₄O₈

t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate