methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside
• CAS No.: 147221-45-2
• Molecular Formula: C₁₆H₁₈N₂O₅
• Molecular Weight: 318.329

Synonyms:methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside

Chemical Property of methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside

Chemical Property:

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Technology Process of methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside

There total 1 articles about methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside 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: 85.0%

methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-3-deoxy-2-O-phenoxythiocarbonyl-D-mannopyranoside → methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside (147221-45-2)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In benzene; for 4h; Heating;

DOI:10.1016/S0008-6215(92)84239-O

Reference yield: 76.4%

methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside (147221-45-2) → methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-cyano-2,3-dideoxy-α-D-arabino-hexopyranoside (147221-46-3) + N,N'-bis(methyl 4,6-O-benzylidene-3-C-cyano-2,3-dideoxy-α-D-arabino-hexopyranosid-3-yl)urea

Guidance literature:

With lead(IV) acetate; tert-butyl alcohol; In N,N-dimethyl-formamide; for 0.666667h; Heating;

DOI:10.1016/S0008-6215(92)84239-O

Reference yield: 19.0%

methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside (147221-45-2) + tert-butyl alcohol (75-65-0) → methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-cyano-2,3-dideoxy-α-D-arabino-hexopyranoside (147221-46-3) + N,N'-bis(methyl 4,6-O-benzylidene-3-C-cyano-2,3-dideoxy-α-D-arabino-hexopyranosid-3-yl)urea

Guidance literature:

With lead(IV) acetate; In N,N-dimethyl-formamide; for 0.666667h; Heating;

DOI:10.1016/S0008-6215(92)84239-O

Downstream raw materials:

methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-cyano-2,3-dideoxy-α-D-arabino-hexopyranoside

methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3-dideoxy-α-D-arabino-hexopyranoside

methyl 4-O-benzoyl-3-C-tert-butoxycarbonylaminomethyl-3,6-(N-tert-butoxycarbonyl)imino-2,3,6-trideoxy-α-D-arabino-hexopyranoside

methyl 4-O-benzoyl-6-bromo-3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3,6-trideoxy-α-D-arabino-hexopyranoside

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