.beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

Base Information

• Chemical Name: .beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-
• CAS No.: 165874-22-6
• Molecular Formula: C25H29NO6
• Molecular Weight: 439.5
• Mol file: 165874-22-6.mol

Synonyms:.beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

Chemical Property of .beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

Chemical Property:

• Boiling Point: 628.1±55.0 °C(Predicted)
• PKA: 14.14±0.70(Predicted)
• PSA: 75.25000
• Density: 1.22±0.1 g/cm3(Predicted)
• LogP: 3.50910

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

There total 3 articles about .beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)- 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: 94.0%

benzyl bromide (100-39-0) + allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (165874-21-5) → allyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (165874-22-6)

Guidance literature:

With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

allyl 2-deoxy-2-acetamido-4,6-O-benzylidene-β-D-glucopyranoside (65947-37-7) → allyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (165874-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / pyridine / 16 h / 4 °C

2: 91 percent / sodium acetate / 2-methoxy-ethanol; H₂O / 9 h / 125 °C

3: 94 percent / barium oxide, barium hydroxide / dimethylformamide / 16 h / 20 °C

With barium dihydroxide; sodium acetate; barium(II) oxide; In pyridine; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;

Reference yield:

allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methanesulfonyl-β-D-glucopyranoside (165874-19-1) → allyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (165874-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / sodium acetate / 2-methoxy-ethanol; H₂O / 9 h / 125 °C

2: 94 percent / barium oxide, barium hydroxide / dimethylformamide / 16 h / 20 °C

With barium dihydroxide; sodium acetate; barium(II) oxide; In 2-methoxy-ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

benzyl bromide

allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

allyl 2-deoxy-2-acetamido-4,6-O-benzylidene-β-D-glucopyranoside

allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methanesulfonyl-β-D-glucopyranoside

Downstream raw materials:

allyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranoside

prop-1-enyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranoside

allyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-allopyranoside

C₅₈H₅₀Cl₃N₃O₁₃