4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: 4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 147048-57-5
• Molecular Formula: C₃₄H₄₁NO₆
• Molecular Weight: 559.703
• Mol file: 147048-57-5.mol

Synonyms:4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property of 4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 4 articles about 4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-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: 19.0%

benzyl bromide (100-39-0) + 1-O-(4-penten-1-yl)-2-acetamido-2-deoxy-β-D-glucopyranoside (128902-91-0) → 4'-pentenyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (147350-55-8) + 4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (147048-57-5)

Guidance literature:

With barium dihydroxide; 3 A molecular sieve; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

Reference yield:

n-Pent-4-enyl alcohol (821-09-0) → 4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (147048-57-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / CaSO₄, FeCl₃ / CH₂Cl₂ / 20 °C / 10-30 h

2: 97 percent / KCN / methanol / 24 h / 20 °C

3: 19 percent / Ba(OH)2*8H₂O, molecular sieves (3 Angstroem) / dimethylformamide / 14 h / 20 °C

With potassium cyanide; calcium sulfate; barium dihydroxide; 3 A molecular sieve; iron(III) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

pent-4-enyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (128902-88-5) → 4'-pentenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (147048-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / KCN / methanol / 24 h / 20 °C

2: 19 percent / Ba(OH)2*8H₂O, molecular sieves (3 Angstroem) / dimethylformamide / 14 h / 20 °C

With potassium cyanide; barium dihydroxide; 3 A molecular sieve; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

benzyl bromide

1-O-(4-penten-1-yl)-2-acetamido-2-deoxy-β-D-glucopyranoside

n-Pent-4-enyl alcohol

pent-4-enyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

(-)-menthyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

n-octyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

methyl O-(2-N-acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside