(4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:(4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one
CAS No.:116511-89-8
Molecular Formula:C₂₅H₃₄O₃Si
Molecular Weight:410.629
Hs Code.:

Synonyms:(4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one

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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 (4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one

Chemical Property:

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Technology Process of (4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one

There total 1 articles about (4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-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:

: 113778-38-4,191917-35-8,191917-34-7
(3S^*,5S^*)-3,5-dihydroxy-6-methylheptanoic acid δ-lactone

: 58479-61-1
tert-butylchlorodiphenylsilane

: 116511-89-8
(4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 25 ℃; Yield given;
DOI:10.1016/S0040-4039(00)96794-7

Reference yield: 76.0%

: C₈H₁₂O₅^(2-)

: 116511-89-8
(4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one

: 116511-91-2
(6S,8R,9R,10R)-10-(tert-Butyl-diphenyl-silanyloxy)-8-isopropyl-9-methyl-4-oxo-1,7-dioxa-spiro[5.5]undec-2-ene-2-carboxylic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0040-4039(00)96794-7

Reference yield:

: 116511-89-8
(4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one

: [(2S,4R,6R,8R,9R,10R)-4,10-Bis-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol

Guidance literature:: Multi-step reaction with 8 steps

1: 76 percent / AcOH, TsOH / tetrahydrofuran / 0 °C

2: HF, pyridine / CH₂Cl₂ / -23 °C

3: H₂ / Rh/Al₂O₃ / ethanol / 25 °C

5: methanol

6: imidazole, 4-dimethylaminopyridine / dimethylformamide / 25 °C

7: 1.) LiN(iso-Pr)2 2.) HOAc / 1.) THF, -78 deg C 2.) -78 deg C

8: LiAlH₄ / diethyl ether / 25 °C

With pyridine; 1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; hydrogen fluoride; hydrogen; toluene-4-sulfonic acid; acetic acid; lithium diisopropyl amide; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)96794-7