methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-α-D-mannopyranoside
CAS No.:173543-48-1
Molecular Formula:C₁₈H₂₇NO₆
Molecular Weight:353.415
Hs Code.:

Synonyms:methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-α-D-mannopyranoside

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Chemical Property of methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-α-D-mannopyranoside

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Technology Process of methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-α-D-mannopyranoside

There total 6 articles about methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-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: 83.0%

: 52079-23-9
(3S)-3-hydroxydihydrofuran-2(3H)-one

: 173543-47-0
methyl 4-amino-3-O-benzyl-2,4,6-trideoxy-α-D-mannopyranoside

: 173543-48-1
methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-α-D-mannopyranoside

Guidance literature:: With pyridine; at 110 ℃;
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

: 173543-48-1
methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 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

5: 88 percent / H₂ / 10percent Pd/C / ethanol / 6 h / 760 Torr / Ambient temperature

6: 83 percent / pyridine / 110 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); hydrogen sulfide; hydrogen; tri-n-butyl-tin hydride; sodium carbonate; triethylamine; palladium on activated charcoal; In ethanol; 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

: 173543-48-1
methyl 3-O-benzyl-2,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 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

4: 88 percent / H₂ / 10percent Pd/C / ethanol / 6 h / 760 Torr / Ambient temperature

5: 83 percent / pyridine / 110 °C

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