1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside

Base Information

Chemical Name:1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside
CAS No.:239802-98-3
Molecular Formula:C₃₈H₅₄O₅Si₂
Molecular Weight:647.015
Hs Code.:

Synonyms:1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside

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Chemical Property of 1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside

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Technology Process of 1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside

There total 4 articles about 1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 239803-01-1
(2R,3R,4S,5R,6S)-2-Allyloxy-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-6-methyl-tetrahydro-pyran-4-ol

: 239802-98-3
1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside

Guidance literature:: With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 100 ℃; for 0.5h;
DOI:10.1016/S0040-4039(99)01077-1

Reference yield:

: 239802-99-4
allyl 2,3-O-benzylidene-α-L-rhamnoside

: 239802-98-3
1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / imidazole; DMAP / 12 h / 110 °C

2: 30 percent / DIBALH / CH₂Cl₂ / 32 h / 0 °C

3: 100 percent / 2,6-lutidine / dimethylformamide / 0.5 h / 100 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Reduction / 3: Etherification;
DOI:10.1016/S0040-4039(99)01077-1

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 239802-98-3
1-O-allyl-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-O-(tert-butyldiphenylsilyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / imidazole; DMAP / 12 h / 110 °C

2: 30 percent / DIBALH / CH₂Cl₂ / 32 h / 0 °C

3: 100 percent / 2,6-lutidine / dimethylformamide / 0.5 h / 100 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Reduction / 3: Etherification;
DOI:10.1016/S0040-4039(99)01077-1