2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: 2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 63064-52-8
• Molecular Formula: C₃₂H₃₇NO₆
• Molecular Weight: 531.649
• Mol file: 63064-52-8.mol

Synonyms:2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside

Chemical Property of 2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 6 articles about 2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-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: 91.0%

benzyl bromide (100-39-0) + Allyl 2-Acetamido-2-deoxy-α-D-allopyranoside (144300-01-6) → Allyl 2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-allopyranoside (50827-17-3,63064-52-8,144221-74-9)

Guidance literature:

With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

DOI:10.1002/hlca.19920750505

Reference yield:

2-acetamido-1-O-acetyl-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranose (4171-73-7) + allyl alcohol (107-18-6) → 2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (50827-17-3) + 2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside (63064-52-8)

Guidance literature:

With boron trifluoride diethyl etherate; ytterbium(III) triflate; In dichloromethane; at 20 ℃; Overall yield = 94 %; diastereoselective reaction;

DOI:10.3987/COM-13-S(S)44

Reference yield:

2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl acetate (65760-01-2) + tris(allyl)borate (1693-71-6) → 2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (50827-17-3) + 2-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside (63064-52-8)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 20 ℃;

DOI:10.3987/COM-00-8899

upstream raw materials:

allyl 2-acetamido-2-deoxy-α-D-glucopyranoside

benzyl bromide

2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl acetate

tris(allyl)borate

Downstream raw materials:

Allyl 2-Amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-allopyranoside

Propyl 2-Amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-allopyranoside

(Z)-1-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside

1-propenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside