methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate

Base Information

Chemical Name:methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate
CAS No.:140428-28-0
Molecular Formula:C₁₉H₂₆O₇
Molecular Weight:366.411
Hs Code.:

Synonyms:methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate

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Chemical Property of methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate

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Technology Process of methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate

There total 7 articles about methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate 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: 96.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 140428-41-7
3-((3aS,4S,6R,7R,7aS)-4-Benzyloxy-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionic acid

: 140428-28-0
methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate

Guidance literature:: In diethyl ether;
DOI:10.1246/bcsj.65.567

Reference yield:

: 15548-45-5
(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

: 140428-28-0
methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: 94.3 percent / 2-naphthalenesulfonic acid / acetone / 8 h / Ambient temperature

3: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature

4: 1.) Na / 1.) toluene, reflux, 2.) toluene, reflux, overnight

5: 70 percent / DMSO, NaCl / H₂O / 15 h / 145 °C

6: 1 g / 1 M aq. KOH / methanol / Ambient temperature

7: 96 percent / diethyl ether

With pyridine; potassium hydroxide; naphthalene-2-sulfonate; sodium; dimethyl sulfoxide; triethylamine; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone;
DOI:10.1246/bcsj.65.567

Reference yield:

: 117371-06-9
benzyl 6-O-p-toluenesulfonyl-α-D-mannopyranoside

: 140428-28-0
methyl (benzyl 6,7-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranosid)uronate

Guidance literature:: Multi-step reaction with 6 steps

1: 94.3 percent / 2-naphthalenesulfonic acid / acetone / 8 h / Ambient temperature

2: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature

3: 1.) Na / 1.) toluene, reflux, 2.) toluene, reflux, overnight

4: 70 percent / DMSO, NaCl / H₂O / 15 h / 145 °C

5: 1 g / 1 M aq. KOH / methanol / Ambient temperature

6: 96 percent / diethyl ether

With potassium hydroxide; naphthalene-2-sulfonate; sodium; dimethyl sulfoxide; triethylamine; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; water; acetone;
DOI:10.1246/bcsj.65.567