methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside

Base Information

Chemical Name:methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside
CAS No.:103597-22-4
Molecular Formula:C₃₀H₃₂O₆
Molecular Weight:488.58
Hs Code.:

Synonyms:methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside

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Chemical Property of methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside

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Technology Process of methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside

There total 5 articles about methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside 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%

: 161147-32-6
(S)-3-Trimethylsilanyl-1-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-yn-1-ol

: 103597-22-4
methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h; Ambient temperature;
DOI:10.1021/jo00108a030

Reference yield: 66.7%

: 925-90-6
ethylmagnesium bromide

: 40653-15-4,83051-88-1,117305-40-5,120056-24-8,134680-55-0,138875-24-8
methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside

: 74-86-2,25067-58-7
acetylene

: 103597-18-8
methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside

: 103597-22-4
methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside

Guidance literature:: In tetrahydrofuran; for 0.5h; Ambient temperature; chromatographed: light petroleum + ethyl acetate;
DOI:10.1016/0008-6215(87)80192-1

Reference yield:

: 83051-88-1
methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 103597-22-4
methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi, MgBr₂ / 1.) hexane, Et₂O, -5 deg C, 30 min, 2.) -30 deg C to r.t.

2: 96 percent / Bu₄NF / tetrahydrofuran / 0.25 h / Ambient temperature

With n-butyllithium; tetrabutyl ammonium fluoride; magnesium bromide; In tetrahydrofuran;
DOI:10.1021/jo00108a030