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

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3-dideoxy-α-D-arabino-hexopyranoside
CAS No.:147221-50-9
Molecular Formula:C₂₅H₃₈N₂O₈
Molecular Weight:494.585
Hs Code.:

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

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

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

There total 7 articles about methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3-dideoxy-α-D-arabino-hexopyranoside 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: 95.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 147221-49-6
methyl 3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3-dideoxy-α-D-arabino-hexopyranoside

: 147221-50-9
methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; for 0.5h;
DOI:10.1016/S0008-6215(92)84239-O

Reference yield: 68.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 147221-46-3
methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-cyano-2,3-dideoxy-α-D-arabino-hexopyranoside

: 147221-50-9
methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: With sodium tetrahydroborate; In methanol; for 4h;
DOI:10.1016/S0008-6215(92)84239-O

Reference yield:

: 147221-45-2
methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-2,3-dideoxy-α-D-arabinohexopyranoside

: 147221-50-9
methyl 4,6-O-benzylidene-3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 76.4 percent / Pb(OAc)4, tert-butyl alcohol / dimethylformamide / 0.67 h / Heating

2: 68 percent / CoCl₂, NaBH₄ / methanol / 4 h

With lead(IV) acetate; sodium tetrahydroborate; tert-butyl alcohol; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(92)84239-O