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

Base Information

Chemical Name:allyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-α-D-allopyranoside
CAS No.:128745-44-8
Molecular Formula:C₁₇H₁₉NO₆
Molecular Weight:333.341
Hs Code.:

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

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

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

There total 5 articles about allyl 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: 90.0%

: 128745-43-7
allyl 4,6-O-benzylidene-2-benzyloxycarbonylamino-2-deoxy-α-D-allopyranoside

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

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 70 ℃; for 2h;
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

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

Guidance literature:: Multi-step reaction with 4 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

With sodium tetrahydroborate; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; zinc(II) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(89)85012-8

Reference yield:

: 100-52-7
benzaldehyde

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

Guidance literature:: Multi-step reaction with 4 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

With sodium tetrahydroborate; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; zinc(II) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(89)85012-8