benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 161686-85-7
• Molecular Formula: C₂₆H₃₁NO₇
• Molecular Weight: 469.535
• Mol file: 161686-85-7.mol

Synonyms:benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside

Chemical Property of benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside

There total 4 articles about benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside 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: 85.0%

benzyl 2-acetamido-3-O-allyl-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside (161686-84-6) → benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside (161686-85-7)

Guidance literature:

With toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; for 2h; Heating;

DOI:10.1016/S0957-4166(00)80384-5

Reference yield:

benzyl 2-acetamido-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranoside (60920-82-3) → benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside (161686-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

2: 85 percent / toluenesulfonic acid monohydrate / 10percent Pd/C / methanol / 2 h / Heating

With pyridine; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/S0957-4166(00)80384-5

Reference yield:

benzyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (60920-72-1) → benzyl 2-acetamido-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside (161686-85-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / sodium cyanoborohydride, hydrogen chloride / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

2: 55 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

3: 85 percent / toluenesulfonic acid monohydrate / 10percent Pd/C / methanol / 2 h / Heating

With pyridine; hydrogenchloride; sodium cyanoborohydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1016/S0957-4166(00)80384-5

upstream raw materials:

benzyl 2-acetamido-3-O-allyl-6-O-benzyl-4-O-crotyl-2-deoxy-α-D-glucopyranoside

benzyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

benzyl 2-acetamido-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranoside

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside