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

Base Information

Chemical Name:6-O-benzyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose
CAS No.:182298-44-8
Molecular Formula:C₂₀H₂₈O₇
Molecular Weight:380.438
Hs Code.:

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

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

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

There total 8 articles about 6-O-benzyl-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: 85.0%

: 321142-58-9
7-O-allyl-6-O-benzyl-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:: 7-O-allyl-6-O-benzyl-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranose; With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; In ethanol; water; benzene; for 3h; Heating;

With mercury dichloride; mercury(II) oxide; In water; acetone; at 20 ℃; for 0.5h;
DOI:10.1016/S0040-4020(00)00847-4

Reference yield: 65.0%

: 182298-43-7
[(R)-2-Benzyloxy-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-eth-(E)-ylidene]-pyrrolidin-1-yl-amine

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

Guidance literature:: [(R)-2-Benzyloxy-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-eth-(E)-ylidene]-pyrrolidin-1-yl-amine; With hydrogenchloride; In diethyl ether; at -10 ℃;

With sodium tetrahydroborate; In methanol; diethyl ether; water; at 0 ℃; Further stages.;
DOI:10.1021/jo015711+

Reference yield:

: 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

: 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: 68 percent / CH₂Cl₂ / 20 °C

2.1: Bu₄NI; NaH / tetrahydrofuran / 20 °C

3.1: aq.HCl / diethyl ether / -10 °C

3.2: 65 percent / NaBH₄ / diethyl ether; methanol; H₂O / 0 °C

With hydrogenchloride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo015711+