2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester
CAS No.:129436-69-7
Molecular Formula:C₃₃H₅₀O₅Si
Molecular Weight:554.842
Hs Code.:

2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester

There total 10 articles about 2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester 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%

: 129436-67-5
2,2-Dimethyl-propionic acid (E)-(2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-(2,3-diaza-bicyclo[2.2.1]hept-2-en-7-ylidene)-2-methyl-8-oxo-non-6-enyl ester

: 129436-69-7
2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester

Guidance literature:: In acetonitrile; for 2.5h; Heating;
DOI:10.1016/S0040-4039(00)88810-3

Reference yield:

: 129519-14-8
(2R,3S)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexanoyl chloride

: 129436-69-7
2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester

Guidance literature:: Multi-step reaction with 8 steps

2: 97 percent / CHCl₃ / 12 h / -4 °C

3: 74 percent / H₂ / Pd(OH)2 / ethanol / 1.5 h / Ambient temperature

4: Zn(Cu) / methanol / 0 deg C to room temperature

5: 0.3M aq. K₃Fe(CN)6 / tetrahydrofuran; diethyl ether / 1.5 h / 0 °C

6: 1) (COCl)2, DMSO 2) Et₃N / 1) CH₂Cl₂, 2h, -72 deg C 2) -72 deg C to room temperature

7: 1) NaN(TMS)2 / 1) THF, DMSO, 1.5h, 0 deg C

8: 85 percent / acetonitrile / 2.5 h / Heating

With zinc copper; oxalyl dichloride; hydrogen; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; potassium hexacyanoferrate(III); palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; chloroform; acetonitrile;
DOI:10.1016/S0040-4039(00)88810-3

Reference yield:

: 129567-00-6
(2R,3S)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexanoic acid

: 129436-69-7
2,2-Dimethyl-propionic acid (3bS,4R,5S,7aR,8S,8aR)-8-(2-benzyloxy-acetyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2,4,5,6,7,7a,8,8a-octahydro-1H-cyclopenta[a]inden-3b-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: (COCl)2 / DMF / benzene / 5 deg C to room temperature

3: 97 percent / CHCl₃ / 12 h / -4 °C

4: 74 percent / H₂ / Pd(OH)2 / ethanol / 1.5 h / Ambient temperature

5: Zn(Cu) / methanol / 0 deg C to room temperature

6: 0.3M aq. K₃Fe(CN)6 / tetrahydrofuran; diethyl ether / 1.5 h / 0 °C

7: 1) (COCl)2, DMSO 2) Et₃N / 1) CH₂Cl₂, 2h, -72 deg C 2) -72 deg C to room temperature

8: 1) NaN(TMS)2 / 1) THF, DMSO, 1.5h, 0 deg C

9: 85 percent / acetonitrile / 2.5 h / Heating

With zinc copper; oxalyl dichloride; hydrogen; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; potassium hexacyanoferrate(III); palladium dihydroxide; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; diethyl ether; ethanol; chloroform; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)88810-3