(R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid

Base Information

Chemical Name:(R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid
CAS No.:493021-10-6
Molecular Formula:C₂₈H₃₆O₆Si
Molecular Weight:496.676
Hs Code.:

Synonyms:(R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid

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Chemical Property of (R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid

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Technology Process of (R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid

There total 10 articles about (R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid 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: 80.0%

: 493021-05-9
acetic acid 3-(tert-butyl-diphenyl-silanyloxymethyl)-3a-methyl-6-oxo-2,3,3a,4,5,6-hexahydro-1H-inden-5-yl ester

: 493021-10-6
(R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 7h;
DOI:10.1021/ol027125o

Reference yield:

: 17553-86-5
(S)-Halos-Parish ketone

: 493021-10-6
(R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 94 percent / sodium borohydride / ethanol / 4 h / -15 °C

2: 93 percent / pyridine; 4-(dimethylamino)pyridine / 0 - 20 °C

3: 85 percent / dimethylsulfoxide / 3 h / 20 °C

4: 95 percent / pTSA / benzene / 5 h / Heating

5: 91 percent / diisobutylaluminum hydride / toluene / 1 h / 0 °C

6: 96 percent / sodium borohydride / ethanol / 1.5 h / -20 °C

7: 95 percent / HCl / acetone / 2 h / 20 °C

8: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

9: toluene / 31 h / 138 °C

10: 80 percent / sodium periodate; RuCl₃ / H₂O; CCl₄; acetonitrile / 7 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; ruthenium trichloride; sodium tetrahydroborate; sodium periodate; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrachloromethane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
DOI:10.1021/ol027125o

Reference yield:

: 16271-49-1
(1S,7aS)-1-hydroxy-7a-methyl-2,3,7,7a-tetrahydro-1H-inden-5(6H)-one

: 493021-10-6
(R)-2-Acetoxy-3-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-propionic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 93 percent / pyridine; 4-(dimethylamino)pyridine / 0 - 20 °C

2: 85 percent / dimethylsulfoxide / 3 h / 20 °C

3: 95 percent / pTSA / benzene / 5 h / Heating

4: 91 percent / diisobutylaluminum hydride / toluene / 1 h / 0 °C

5: 96 percent / sodium borohydride / ethanol / 1.5 h / -20 °C

6: 95 percent / HCl / acetone / 2 h / 20 °C

7: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

8: toluene / 31 h / 138 °C

9: 80 percent / sodium periodate; RuCl₃ / H₂O; CCl₄; acetonitrile / 7 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; ruthenium trichloride; sodium tetrahydroborate; sodium periodate; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrachloromethane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
DOI:10.1021/ol027125o