7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

Base Information

Chemical Name:7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose
CAS No.:321142-56-7
Molecular Formula:C₂₃H₃₀O₈
Molecular Weight:434.486
Hs Code.:

Synonyms:7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

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Chemical Property of 7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

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Technology Process of 7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

There total 1 articles about 7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose 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: 71.0%

: 4933-77-1
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

: 98-88-4
benzoyl chloride

: 3970-20-5
allyl chloromethyl ether

: 7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-heptopyranose

: 321142-56-7
7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

Guidance literature:: allyl chloromethyl ether; With magnesium; mercury dichloride; In tetrahydrofuran; at -20 ℃; for 2h;

(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde; In tetrahydrofuran; at -78 - 20 ℃;

benzoyl chloride; With pyridine; dmap;
DOI:10.1016/S0040-4020(00)00847-4

Reference yield:

: 321142-56-7
7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

: 182298-44-8
6-O-benzyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: MeONa / methanol

2.1: NaH / dimethylformamide / 0.17 h / 0 °C

2.2: 82 percent / 8 h

3.1: 1,4-diazabicyclo[2.2.2]octane; Rh(PPh₃)3Cl / ethanol; benzene; H₂O / 3 h / Heating

3.2: 85 percent / HgO; HgCl₂ / acetone; H₂O / 0.5 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; sodium methylate; sodium hydride; In methanol; ethanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(00)00847-4

Reference yield:

: 321142-56-7
7-O-allyl-6-O-benzoyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose

: 6-O-benzyl-1,2:3,4-di-O-isopropylidene-7-O-methyl-D-glycero-α-D-galacto-heptopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: MeONa / methanol

2.1: NaH / dimethylformamide / 0.17 h / 0 °C

2.2: 82 percent / 8 h

3.1: 1,4-diazabicyclo[2.2.2]octane; Rh(PPh₃)3Cl / ethanol; benzene; H₂O / 3 h / Heating

3.2: 85 percent / HgO; HgCl₂ / acetone; H₂O / 0.5 h / 20 °C

4.1: 96 percent / NaH / dimethylformamide / 0 °C

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; sodium methylate; sodium hydride; In methanol; ethanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(00)00847-4