3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene

Base Information

• Chemical Name: 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene
• CAS No.: 1182275-42-8
• Molecular Formula: C₂₄H₃₇NO₅Si
• Molecular Weight: 447.647

Synonyms:3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene

Chemical Property of 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene

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Technology Process of 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene

There total 2 articles about 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene 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: 96.0%

C18H23NO5 + tert-butyldimethylsilyl chloride (18162-48-6) → 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene (1182275-42-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200900399

Reference yield: 89.0%

3-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)propene (1065524-59-5) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene (1182275-42-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h; optical yield given as %de; Inert atmosphere;

DOI:10.1039/c1ob06124k

Reference yield: 93.0%

3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene (1182275-42-8) → C24H37NO6Si (1182275-43-9)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1002/ejoc.200900399

upstream raw materials:

tert-butyldimethylsilyl chloride

3-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)propene

Downstream raw materials:

methyl 2-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)acetate

C₂₄H₃₇NO₆Si

dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

benzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

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