(S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

Base Information

Chemical Name:(S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol
CAS No.:103576-66-5
Molecular Formula:C₂₆H₃₈O₃Si
Molecular Weight:426.671
Hs Code.:

Synonyms:(S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

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Chemical Property of (S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

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Technology Process of (S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

There total 11 articles about (S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol 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: 100.0%

: 103576-65-4
(R)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-2-phenylselanyl-ethanol

: 103576-66-5
(S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

Guidance literature:: nickel; In diethyl ether; for 0.166667h;
DOI:10.1016/S0040-4039(00)83953-2

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 103576-66-5
(S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

Guidance literature:: Multi-step reaction with 8 steps

1: -78 °C

3: Dibal / toluene / -78 °C

4: CH₂Cl₂ / 24 h

5: Dibal / tetrahydrofuran / -78 °C

6: 75 percent / titanium(IV) isopropoxide, L-(+)-diethyltartrate, t-butylhydroperoxide / 6 h / -20 °C

7: 1.) MsCl, Huenings base / 1.) -30 deg C; 2.) THF

8: 100 percent / Raney Ni / diethyl ether / 0.17 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)83953-2

Reference yield:

: 95514-04-8
(R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 103576-66-5
(S)-1-{(2R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

Guidance literature:: Multi-step reaction with 9 steps

1: (COCl)2 / dimethylsulfoxide / -60 °C

2: -78 °C

4: Dibal / toluene / -78 °C

5: CH₂Cl₂ / 24 h

6: Dibal / tetrahydrofuran / -78 °C

7: 75 percent / titanium(IV) isopropoxide, L-(+)-diethyltartrate, t-butylhydroperoxide / 6 h / -20 °C

8: 1.) MsCl, Huenings base / 1.) -30 deg C; 2.) THF

9: 100 percent / Raney Ni / diethyl ether / 0.17 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; oxalyl dichloride; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/S0040-4039(00)83953-2