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

Base Information

• Chemical Name: 2-methyl-(3-O-acetyl-4,6-di-O-benzyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline
• CAS No.: 65372-00-1
• Molecular Formula: C₂₄H₂₇NO₆
• Molecular Weight: 425.481
• Mol file: 65372-00-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 2-methyl-(3-O-acetyl-4,6-di-O-benzyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline 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:

1-propenyl 2-acetamido-3-O-acetyl-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (65371-98-4) → 2-methyl-(3-O-acetyl-4,6-di-O-benzyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline (65372-00-1)

Guidance literature:

With mercury dichloride; mercury(II) oxide; In acetonitrile; for 0.25h; Yield given; Heating;

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) → 2-methyl-(3-O-acetyl-4,6-di-O-benzyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline (65372-00-1)

Guidance literature:

Multi-step reaction with 6 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

5: 95 percent / pyridine

6: mercuric oxide, mercuric chloride / acetonitrile / 0.25 h / Heating

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

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) → 2-methyl-(3-O-acetyl-4,6-di-O-benzyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline (65372-00-1)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 95 percent / pyridine

4: mercuric oxide, mercuric chloride / acetonitrile / 0.25 h / Heating

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

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

upstream raw materials:

1-propenyl 2-acetamido-3-O-acetyl-4,6-di-O-benzyl-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:

benzyl 6-O-(2-acetamido-3-O-acetyl-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

benzyl 3-O-(2-acetamido-3-O-acetyl-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

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

benzyl 6-O-(2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside