(+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside

Base Information

Chemical Name:(+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside
CAS No.:144367-18-0
Molecular Formula:C₃₄H₅₈O₉Si₂
Molecular Weight:667
Hs Code.:

(+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside

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Chemical Property of (+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside

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Technology Process of (+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside

There total 4 articles about (+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 5-C-(Benzyloxycarbonyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-D-erythro-L-allo-octofuranose

: 144367-18-0
(+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside

: tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-β-D-erythro-L-allo-octofuranoside

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00088a033

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 144367-17-9,144408-63-9
(-)-5-C-(Benzyloxycarbonyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranose

: 144367-18-0
(+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(00)61233-9

Reference yield:

: 125284-31-3,129830-02-0
(1R,4R,5S,6S,7S)-4-exo-<(1'S,2'R)-1'-Hydroxy-2',3'-(isopropylidenedioxy)propyl>-6-exo,7-exo-(isopropylidenedioxy)-2,8-dioxabicyclo<3.2.1>octan-3-one

: 144367-18-0
(+)-tert-Butyldimethylsilyl 5-C-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / CsF / dimethylsulfoxide / 20 °C

2: 2,6-lutidine / CH₂Cl₂ / 0 °C

With 2,6-dimethylpyridine; cesium fluoride; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(00)61233-9