methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside
CAS No.:173543-46-9
Molecular Formula:C₂₂H₂₇NO₅
Molecular Weight:385.46
Hs Code.:

Synonyms:methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside

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Chemical Property of methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside

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Technology Process of methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside

There total 4 articles about methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside 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: 80.0%

: 173543-45-8
Thiocarbonic acid O-((2S,3S,4S,5R,6R)-4-benzyloxy-5-benzyloxycarbonylamino-2-methoxy-6-methyl-tetrahydro-pyran-3-yl) ester O-phenyl ester

: 173543-46-9
methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 2h; Heating;
DOI:10.1016/0008-6215(95)00213-D

Reference yield:

: 115196-83-3
methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

: 173543-46-9
methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: H₂S, pyridine, Et₃N / Ambient temperature

2: 92 percent / satd aq. Na₂CO₃ / CH₂Cl₂ / 1 h / Ambient temperature

3: 89 percent / 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

4: 80 percent / Bu₃SnH, 2,2-azobis(2-methylpropionitrile) / toluene / 2 h / Heating

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); hydrogen sulfide; tri-n-butyl-tin hydride; sodium carbonate; triethylamine; In dichloromethane; toluene;
DOI:10.1016/0008-6215(95)00213-D

Reference yield:

: 173543-43-6
methyl 4-amino-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

: 173543-46-9
methyl 3-O-benzyl-4-benzyloxycarbonylamino-2,4,6-trideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / satd aq. Na₂CO₃ / CH₂Cl₂ / 1 h / Ambient temperature

2: 89 percent / 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

3: 80 percent / Bu₃SnH, 2,2-azobis(2-methylpropionitrile) / toluene / 2 h / Heating

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium carbonate; In dichloromethane; toluene;
DOI:10.1016/0008-6215(95)00213-D