allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside

Base Information

• Chemical Name: allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside
• CAS No.: 1241901-03-0
• Molecular Formula: C₂₃H₂₄N₂O₉
• Molecular Weight: 472.452

Synonyms:allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside

Chemical Property of allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside

Chemical Property:

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Technology Process of allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside

There total 2 articles about allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-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:

4-Nitrophenyl chloroformate (7693-46-1) + allyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (191925-41-4) → allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside (1241901-03-0)

Guidance literature:

With sodium hydrogencarbonate; In water; acetonitrile; at 0 ℃; for 0.75h;

DOI:10.1002/ejoc.201000292

Reference yield:

4-Nitrophenyl chloroformate (7693-46-1) + allyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (191925-41-4) → allyl 2-amino-4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranoside (1215016-38-8) + allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside (1241901-03-0)

Guidance literature:

With sodium hydrogencarbonate; In water; acetonitrile; at 0 ℃; for 3h;

DOI:10.1002/ejoc.201000292

Reference yield: 94.0%

allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside (1241901-03-0) + 4-Nitrophenyl chloroformate (7693-46-1) → N,N'-bis(1-O-allyl-4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea (1241901-05-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 30 ℃; for 0.75h;

DOI:10.1016/j.tet.2012.12.005

upstream raw materials:

4-Nitrophenyl chloroformate

allyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

allyl 4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside

N,N'-bis(1-O-allyl-4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

allyl 4,6-O-benzylidene-2-deoxy-2-(p-nitro-phenoxycarbonylamino)-3-O-(p-nitro-phenoxycarbonyl)-α-D-glucopyranoside

N,N'-bis(1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

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