6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose

Base Information

Chemical Name:6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose
CAS No.:163185-14-6
Molecular Formula:C₂₄H₃₈O₅Si
Molecular Weight:434.648
Hs Code.:

Synonyms:6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose

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Chemical Property of 6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose

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Technology Process of 6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose

There total 1 articles about 6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose 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: 90.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 106220-95-5
3-O-benzyl-1,2-O-isopropylidene-6,7,8-trideoxy-α-D-gluco-oct-7-enofuranose

: 163185-14-6
6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃; for 2h;
DOI:10.1021/jo00105a012

Reference yield:

: 163185-14-6
6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose

: 1052658-52-2
(R)-5-{(S)-Benzyloxy-[(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-5-iodomethyl-tetrahydro-furan-2-yl]-methyl}-2,2-dimethyl-[1,3]dioxolan-4-ol

Guidance literature:: With iodonium(di-γ-collidine) perchlorate; In dichloromethane; water; for 0.166667h;
DOI:10.1021/jo00105a012

Reference yield:

: 163185-14-6
6,7,8-Trideoxy-3-O-benzyl-5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-L-ido-oct-7-enofuranose

: (2S,3R)-3-Benzyloxy-3-[(2S,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-iodomethyl-tetrahydro-furan-2-yl]-propane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: I(coll)2ClO₄ / CH₂Cl₂; H₂O / 0.17 h

2: NaBH₄ / methanol / 0.5 h

With sodium tetrahydroborate; iodonium(di-γ-collidine) perchlorate; In methanol; dichloromethane; water;
DOI:10.1021/jo00105a012