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

Base Information

Chemical Name:methyl 4-O-benzoyl-3-C-tert-butoxycarbonylaminomethyl-3,6-(N-tert-butoxycarbonyl)imino-2,3,6-trideoxy-α-D-arabino-hexopyranoside
CAS No.:147221-52-1
Molecular Formula:C₂₅H₃₆N₂O₈
Molecular Weight:492.569
Hs Code.:

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

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

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

There total 8 articles about methyl 4-O-benzoyl-3-C-tert-butoxycarbonylaminomethyl-3,6-(N-tert-butoxycarbonyl)imino-2,3,6-trideoxy-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: 69.0%

: 147221-51-0
methyl 4-O-benzoyl-6-bromo-3-tert-butoxycarbonylamino-3-C-tert-butoxycarbonylaminomethyl-2,3,6-trideoxy-α-D-arabino-hexopyranoside

: 147221-52-1
methyl 4-O-benzoyl-3-C-tert-butoxycarbonylaminomethyl-3,6-(N-tert-butoxycarbonyl)imino-2,3,6-trideoxy-α-D-arabino-hexopyranoside

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 11h; Heating;
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

: 147221-52-1
methyl 4-O-benzoyl-3-C-tert-butoxycarbonylaminomethyl-3,6-(N-tert-butoxycarbonyl)imino-2,3,6-trideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 100 percent / N-bromosuccinimide / CCl₄ / 1 h / Heating

4: 69 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / 11 h / Heating

With lead(IV) acetate; sodium tetrahydroborate; N-Bromosuccinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; tert-butyl alcohol; In methanol; tetrachloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(92)84239-O

Reference yield:

: methyl 4,6-O-benzylidene-3-C-carbamoyl-3-C-cyano-3-deoxy-2-O-phenoxythiocarbonyl-D-mannopyranoside

: 147221-52-1
methyl 4-O-benzoyl-3-C-tert-butoxycarbonylaminomethyl-3,6-(N-tert-butoxycarbonyl)imino-2,3,6-trideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / Bu3SnH, α,α'-azobis(isobutyronitrile) / benzene / 4 h / Heating

2: 76.4 percent / Pb(OAc)4, tert-butyl alcohol / dimethylformamide / 0.67 h / Heating

3: 68 percent / CoCl₂, NaBH₄ / methanol / 4 h

4: 100 percent / N-bromosuccinimide / CCl₄ / 1 h / Heating

5: 69 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / 11 h / Heating

With lead(IV) acetate; sodium tetrahydroborate; N-Bromosuccinimide; azobisisobutyronitrile; tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; tert-butyl alcohol; In methanol; tetrachloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(92)84239-O