3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol

Base Information

Chemical Name:3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol
CAS No.:924898-94-2
Molecular Formula:C₂₈H₅₂O₆Si₂
Molecular Weight:540.888
Hs Code.:

Synonyms:3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol

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Chemical Property of 3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol

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Technology Process of 3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol

There total 4 articles about 3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol 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: 98.0%

: 924898-93-1
C₃₆H₅₈Si₂O₈

: 924898-94-2
3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol

Guidance literature:: C₃₆H₅₈Si₂O₈; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h;

With rochelle salt; In dichloromethane; ethyl acetate; at -78 - 20 ℃; Further stages.;
DOI:10.1002/anie.200603321

Reference yield:

: 924898-89-5
(2S,3S)-3-O-benzyl-1,2-di-O-isopropylidene-5-hexene-1,2,3-triol

: 924898-94-2
3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: phenyl benzoquinone; molecular sieves 4 Angstroem; diisopropylethylamine / Pd(OAc)2 / CH₂Cl₂; dimethylsulfoxide / 72 h / 40 - 43 °C

2.1: 96 percent / K₂OsO₄*2H₂O; dihydroquinidine-phthalazine derivative; K₃Fe(CN)6 / K₂CO₃; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 0 °C

3.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

4.1: diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

4.2: 98 percent / aq. Rochelle's salt / ethyl acetate; CH₂Cl₂ / -78 - 20 °C

With 2,6-dimethylpyridine; potassium osmate(VI); 4 A molecular sieve; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); palladium diacetate; methanesulfonamide; potassium carbonate; In dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1002/anie.200603321

Reference yield:

: 924898-91-9
C₂₄H₃₀O₈

: 924898-94-2
3-O-benzyl-4,5-di-O-(tert-butyldimethylsilanyloxy)-1,2-di-O-isopropylidene-L-galactitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

2.1: diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

2.2: 98 percent / aq. Rochelle's salt / ethyl acetate; CH₂Cl₂ / -78 - 20 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1002/anie.200603321