4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

Base Information

Chemical Name:4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose
CAS No.:395666-01-0
Molecular Formula:C₂₅H₃₄O₅Si
Molecular Weight:442.627
Hs Code.:

Synonyms:4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

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Chemical Property of 4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

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Technology Process of 4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

There total 1 articles about 4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose 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: 50.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

: 5-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

: 395666-01-0
4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

Guidance literature:: 3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose; With di(n-butyl)tin oxide; In methanol; for 2h; Heating;

tert-butylchlorodiphenylsilane; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1081/CAR-100106928

Reference yield: 72.0%

: 395666-01-0
4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

: 395666-04-3
(5R,9S)-9-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-1,3,6-trioxa-spiro[4.5]decan-8-one

Guidance literature:: With 4 A molecular sieve; sodium acetate; pyridinium chlorochromate; In dichloromethane; at 20 ℃;
DOI:10.1081/CAR-100106928

Reference yield:

: 395666-01-0
4-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

: 4-O-benzoyl-3,5-dideoxy-5-C-hydroxymethyl-1,2-O-isopropylidene-β-D-erythro-hexulopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / PCC; 4 Angstroem molecular sieves; NaOAc / CH₂Cl₂ / 20 °C

2: 1.38 g / dimethylsulfoxide; diethyl ether / 2.5 h

3: 55 percent / BH₃*SMe₂; NaOH; aq. H₂O₂ / tetrahydrofuran / 0.5 h / 20 °C

4: 74 percent / Et₃N / CH₂Cl₂ / 20 °C

5: TBAF*3H₂O / tetrahydrofuran / 8 h / 20 °C

With sodium hydroxide; dimethylsulfide borane complex; 4 A molecular sieve; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1081/CAR-100106928