1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one

Base Information

Chemical Name:1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one
CAS No.:87678-99-7
Molecular Formula:C₂₆H₃₆O₅Si
Molecular Weight:456.654
Hs Code.:

Synonyms:1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one

Suppliers and Price of 1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one

There total 27 articles about 1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-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: 85.0%

: 87678-98-6
1-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-propan-2-one

: 87678-99-7
1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide;
DOI:10.1016/S0040-4039(00)88195-2

Reference yield: 79.0%

: 75452-42-5
C₃₂H₄₄O₅Si

: 87678-99-7
1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one

Guidance literature:: With hydrogenchloride; In ethanol;
DOI:10.1016/S0040-4039(01)00440-3

Reference yield:

: 221015-49-2
(1R,2S,5S,7R)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-ol

: 87678-99-7
1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one

Guidance literature:: Multi-step reaction with 17 steps

1: 95 percent / H₂ / PtO₂ / ethyl acetate

2: 91 percent / NaH / tetrahydrofuran; dimethylformamide

3: TBAF / tetrahydrofuran

4: I₂; PPh₃; imidazole / toluene

5: 83 percent / Zn; AcOH / methanol / 20 °C

6: 96 percent / NaBH₄ / ethanol

7: 99 percent / Grubbs' catalyst / CH₂Cl₂ / Heating

8: 100 percent / imidazole / dimethylformamide

9: 87 percent / diphenyl ether / 280 °C / Heating

10: 100 percent / OsO₄; NMO / H₂O; tetrahydrofuran

11: 94 percent / PPTS / benzene / Heating

12: 95 percent / TBAF / tetrahydrofuran

13: aq. H₂O₂ / tetrahydrofuran

14: lithium triethylborohydride

15: imidazole / dimethylformamide

16: 89 percent / copper(I) chloride; oxigen / palladium(II) chloride / H₂O; dimethylformamide / 20 °C

17: 79 percent / aq. HCl / ethanol

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; osmium(VIII) oxide; Grubbs catalyst first generation; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; iodine; oxygen; pyridinium p-toluenesulfonate; sodium hydride; lithium triethylborohydride; acetic acid; triphenylphosphine; copper(l) chloride; zinc; platinum(IV) oxide; palladium dichloride; In tetrahydrofuran; methanol; diphenylether; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene; 9: Eschenmoser-Claisen rearrangement / 13: Grieco conditions / 16: Wacker oxidation;
DOI:10.1016/S0040-4039(01)00440-3