(+)-tert-Butyldimethylsilyl 5--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--6-O-(tert-butyldimethylsilyl)-5-deoxy-2,3:7,8-di-O-isopropylidene-α-D-erythro-L-allo-octofuranoside
CAS No.:144367-19-1
Molecular Formula:C₃₄H₅₉NO₉Si₂
Molecular Weight:682.015
Hs Code.:

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

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

There total 7 articles about (+)-tert-Butyldimethylsilyl 5--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:

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

: 144367-19-1
(+)-tert-Butyldimethylsilyl 5--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: H₂ / 10percent Pd-C / ethyl acetate / 5 h / 20 °C

2: 1.) Et₃N, N₃PO(OPh)2 / 1.) toluene, 20 deg C, 2 h, 2.) 100 deg C, overnight

With diphenyl phosphoryl azide; hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate;
DOI:10.1021/jo00088a033

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 144367-19-1
(+)-tert-Butyldimethylsilyl 5--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 3 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: H₂ / Pd-C / ethyl acetate / 20 °C

3: 1) N₃PO(OPh)2, NEt₃ / 1) toluene, 2) 100 deg C, 15h

With 2,6-dimethylpyridine; diphenyl phosphoryl azide; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;
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

: 144367-19-1
(+)-tert-Butyldimethylsilyl 5--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 4 steps

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

2: 2,6-lutidine / CH₂Cl₂ / 0 °C

3: H₂ / Pd-C / ethyl acetate / 20 °C

4: 1) N₃PO(OPh)2, NEt₃ / 1) toluene, 2) 100 deg C, 15h

With 2,6-dimethylpyridine; diphenyl phosphoryl azide; hydrogen; triethylamine; cesium fluoride; palladium on activated charcoal; In dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1016/S0040-4039(00)61233-9