1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: 1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 74948-65-5
• Molecular Formula: C₂₅H₃₁NO₆
• Molecular Weight: 441.524
• Mol file: 74948-65-5.mol

Synonyms:1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property of 1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 4 articles about 1-propenyl 2-acetamido-4,6-di-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: 88.0%

allyl 2-acetamido-4,6-di-O-benzyl-3-O-(2-butenyl)-2-deoxy-β-D-glucopyranoside (74948-63-3) → 1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (74948-65-5)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 100 ℃;

DOI:10.1016/S0008-6215(00)85700-6

Reference yield:

allyl 2-acetamido-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (63064-49-3,65947-37-7,74984-84-2,88903-98-4,92841-84-4,116347-88-7,136845-44-8,138456-61-8,74984-83-1) → 1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (74948-65-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / barium oxide, barium hydroxide octahydrate / 1.5 h / Ambient temperature

2: 94 percent / acetic acid; H₂O / 70 °C

3: 93 percent / barium oxide, barium hydroxide / dimethylformamide

4: 88 percent / potassium tert-butoxide / dimethylsulfoxide / 100 °C

With barium dihydroxide; barium hydroxide octahydrate; potassium tert-butylate; barium(II) oxide; In water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85700-6

Reference yield:

allyl 2-acetamido-3-O-(2-butenyl)-2-deoxy-β-D-glucopyranoside (74948-61-1) → 1-propenyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (74948-65-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / barium oxide, barium hydroxide / dimethylformamide

2: 88 percent / potassium tert-butoxide / dimethylsulfoxide / 100 °C

With barium dihydroxide; potassium tert-butylate; barium(II) oxide; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85700-6

upstream raw materials:

allyl 2-acetamido-4,6-di-O-benzyl-3-O-(2-butenyl)-2-deoxy-β-D-glucopyranoside

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

allyl 2-acetamido-3-O-(2-butenyl)-2-deoxy-β-D-glucopyranoside

allyl 2-acetamido-4,6-O-benzylidene-3-O-(2-butenyl)-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

1-propenyl 2-acetamido-3-O-acetyl-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

propyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

2-methyl-(3-O-acetyl-4,6-di-O-benzyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline

propyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-3-O-(2,4-di-O-benzoyl-3,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside