5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

Base Information

Chemical Name:5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one
CAS No.:310889-88-4
Molecular Formula:C₂₅H₃₄O₃Si
Molecular Weight:410.629
Hs Code.:

Synonyms:5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

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Chemical Property of 5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

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Technology Process of 5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

There total 1 articles about 5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one 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%

: 926-62-5
isobutylmagnesium bromide

: 99315-76-1
(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

: 310889-88-4
5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

Guidance literature:: With copper(l) iodide; 2,3-dimercapto-succinic acid; In tetrahydrofuran; at -78 - 0 ℃;
DOI:10.1016/S0040-4020(00)00687-6

Reference yield: 69.0%

: 310889-88-4
5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

: 310889-92-0
3(S)-azido-5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

: 3(R)-azido-5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

Guidance literature:: With 2,4,6-Triisopropylbenzenesulfonyl azide; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4020(00)00687-6

Reference yield:

: 310889-88-4
5(S)-(tert-butyl-diphenyl-silanyloxymethyl)-4(S)-isobutyl-dihydro-furan-2-one

: 3(S)-isobutyl-4(S)-(4-methoxy-benzenesulfonylamino)-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-carboxylic acid hydroxyamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 69 percent / trisyl azode / tetrahydrofuran / 0.5 h / -78 °C

2.1: 20 percent / Dibal-H / tetrahydrofuran; toluene / 11 h / -60 °C

3.1: 4 Angstroem molecular sieves; Et₃N / CH₂Cl₂ / 36 h / 20 °C

3.2: 53 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 2 h / 0 - 20 °C

4.1: 96 percent / H₂ / Pd/C / ethanol / 20 h

5.1: 88 percent / Et₃N / CH₂Cl₂ / 16 h / 0 - 20 °C

6.1: 91 percent / TBAF; AcOH / tetrahydrofuran / 0 °C

7.1: 4 Angstroem molecular sieves; N-methylmorpholine; TPAP / CH₂Cl₂

8.1: 94 mg / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h

9.1: 54 percent / EDC; HOBT; N-methylmorpholine / tetrahydrofuran

10.1: 90 percent / TFA / CH₂Cl₂ / 1 h

With 4-methyl-morpholine; sodium chlorite; sodium dihydrogenphosphate; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 4 A molecular sieve; 2,4,6-Triisopropylbenzenesulfonyl azide; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Substitution / 2.1: Reduction / 3.1: Condensation / 3.2: Substitution / 4.1: Catalytic hydrogenation / 5.1: Condensation / 6.1: ether cleavage / 7.1: Oxidation / 8.1: Oxidation / 9.1: Condensation / 10.1: ether cleavage;
DOI:10.1016/S0040-4020(00)00687-6