6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose

Base Information

Chemical Name:6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose
CAS No.:91860-99-0
Molecular Formula:C₂₁H₂₈O₆
Molecular Weight:376.45
Hs Code.:

Synonyms:6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose

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Technology Process of 6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose

There total 7 articles about 6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose 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: 81.0%

: 39824-38-9
7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose

: 100-39-0
benzyl bromide

: 91860-99-0
6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose

Guidance literature:: With sodium hydride; In tetrahydrofuran; 1.) 15 min; 2.) overnight, RT;
DOI:10.1016/0008-6215(88)85079-1

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

: 1826-67-1
vinyl magnesium bromide

: 100-39-0
benzyl bromide

: 91860-98-9
6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-α-D-glycero-D-galacto-oct-7-enopyranose

: 91860-99-0
6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose

Guidance literature:: With sodium hydride; Yield given. Multistep reaction; 1.) THF, 0 deg C, 0.5 h, room temp. 6.5 h; 2.) THF, 16 h;
DOI:10.1021/ja00291a027

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

: 91860-99-0
6-O-benzyl-7,8-dideoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-oct-7-enopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 1.5 h / Heating

2: 81 percent / NaH / tetrahydrofuran / 1.) 15 min; 2.) overnight, RT

With sodium hydride; In tetrahydrofuran;
DOI:10.1016/0008-6215(88)85079-1