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

Base Information

• Chemical Name: t-butyl (Z)-2-(2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropanoate
• CAS No.: 864070-84-8
• Molecular Formula: C₃₄H₃₇NO₁₀
• Molecular Weight: 619.668
• Mol file: 864070-84-8.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about t-butyl (Z)-2-(2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropanoate 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:

t-butyl (3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropionate (544703-51-7) → t-butyl (Z)-2-(2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropanoate (864070-84-8)

Guidance literature:

With sodium methylate; at -20 ℃; for 4h;

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

Guidance literature:

Multi-step reaction with 4 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

4: hydrogen / Pd/CaCO₃ / methanol / 3 h / 20 °C

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

DOI:10.1016/j.tet.2005.06.022

upstream raw materials:

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

Downstream raw materials:

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

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

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

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