methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside

Base Information

Chemical Name:methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside
CAS No.:201788-64-9
Molecular Formula:C₁₈H₂₃NO₁₀
Molecular Weight:413.381
Hs Code.:

Synonyms:methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside

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Chemical Property of methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside

Chemical Property:

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Technology Process of methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside

There total 3 articles about methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside 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:

: 122-04-3
4-nitro-benzoyl chloride

: 201806-15-7
methyl E-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hepto-5-enofuranoside

: 201788-64-9
methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside

Guidance literature:: methyl E-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hepto-5-enofuranoside; With 4-methylmorpholine N-oxide; osmium(VIII) oxide; In water; toluene; tert-butyl alcohol; at 20 ℃; for 6h;

4-nitro-benzoyl chloride; With pyridine; at 20 ℃; for 12h;
DOI:10.1016/S0008-6215(97)00269-3

Reference yield:

: 201788-62-7
methyl E-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hepto-5-enodialdo-1,4-furanoside

: 201788-64-9
methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 2 h / -10 - 0 °C

2.1: N-methylmorpholine N-oxide / osmium tetraoxide / 2-methyl-propan-2-ol; H₂O; toluene / 6 h / 20 °C

2.2: 0.118 g / pyridine / 12 h / 20 °C

With diisobutylaluminium hydride; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In hexane; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Reduction / 2.1: Oxidation / 2.2: Acylation;
DOI:10.1016/S0008-6215(97)00269-3

Reference yield:

: 33985-40-9,58056-24-9,63029-10-7,105368-48-7,141610-28-8,141724-46-1
1-O-methyl-2,3-O-isopropylidene-α-D-mannopentoaldo-1,4-furanose

: 201788-64-9
methyl 2,3-O-isopropylidene-7-O-(p-nitrobenzoyl)-L-glycero-α-D-manno-heptofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / benzene / 6 h / Heating

2.1: 82 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 2 h / -10 - 0 °C

3.1: N-methylmorpholine N-oxide / osmium tetraoxide / 2-methyl-propan-2-ol; H₂O; toluene / 6 h / 20 °C

3.2: 0.118 g / pyridine / 12 h / 20 °C

With diisobutylaluminium hydride; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In hexane; dichloromethane; water; toluene; tert-butyl alcohol; benzene; 1.1: Wittig reaction / 2.1: Reduction / 3.1: Oxidation / 3.2: Acylation;
DOI:10.1016/S0008-6215(97)00269-3