1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside

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Chemical Name:1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside
CAS No.:128745-45-9
Molecular Formula:C₁₇H₁₉NO₆
Molecular Weight:333.341
Hs Code.:

Synonyms:1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside

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Chemical Property of 1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside

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Technology Process of 1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside

There total 6 articles about 1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside 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: 75.0%

: 128745-44-8
allyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside

: 128745-45-9
1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; In ethanol; water; benzene; for 4h; Heating;
DOI:10.1016/0008-6215(89)85012-8

Reference yield:

: 83663-03-0
benzyl ((2S,3R,4R,5S,6R)-2-(allyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate

: 128745-45-9
1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / fused ZnCl₂ / 16 h / Ambient temperature

2: 97 percent / DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

3: 85.4 percent / sodium borohydride / dimethylformamide; methanol / 2 h / 0 °C

4: 90 percent / sodium hydride / dimethylformamide / 2 h / 70 °C

5: 75 percent / tris(triphenylphosphine)rhodium chloride, 1,4-diazabicyclo<2.2.0>octane / ethanol; benzene; H₂O / 4 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; sodium tetrahydroborate; Wilkinson's catalyst; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; zinc(II) chloride; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(89)85012-8

Reference yield:

: 100-52-7
benzaldehyde

: 128745-45-9
1-propenyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / fused ZnCl₂ / 16 h / Ambient temperature

2: 97 percent / DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

3: 85.4 percent / sodium borohydride / dimethylformamide; methanol / 2 h / 0 °C

4: 90 percent / sodium hydride / dimethylformamide / 2 h / 70 °C

5: 75 percent / tris(triphenylphosphine)rhodium chloride, 1,4-diazabicyclo<2.2.0>octane / ethanol; benzene; H₂O / 4 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; sodium tetrahydroborate; Wilkinson's catalyst; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; zinc(II) chloride; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(89)85012-8