(R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester

Base Information

Chemical Name:(R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester
CAS No.:865441-06-1
Molecular Formula:C₄₇H₇₀O₄Si₂
Molecular Weight:755.241
Hs Code.:

(R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester

Synonyms:(R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester

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Chemical Property of (R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester

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Technology Process of (R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester

There total 10 articles about (R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl 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: 88.0%

: 865441-05-0
(3S,8R,9S,10R,13S,14S,15S,16S)-3-(tert-Butyl-diphenyl-silanyloxy)-17-eth-(E)-ylidene-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-ol

: 115-80-0
Triethyl orthopropionate

: 865441-06-1
(R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester

Guidance literature:: In propionic acid;
DOI:10.1016/j.tetlet.2005.07.042

Reference yield:

: (3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-17-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene

: 865441-06-1
(R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: O₂ / Pd(OAc)2

2: 83 percent / TBHP; Triton B

3: 83 percent / KHMDS

4: 84 percent / Ti(OiPr)4

5: lutidine

6: LiAlH₄

7: 88 percent / propionic acid

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; lutidine; oxygen; N-benzyl-trimethylammonium hydroxide; potassium hexamethylsilazane; palladium diacetate; In propionic acid; 3: Wittig reaction / 7: Claisen rearrangement;
DOI:10.1016/j.tetlet.2005.07.042

Reference yield:

: 53-43-0
dehydroepiandrosterone

: 865441-06-1
(R)-3-[(3S,8R,9S,10R,13S,14S,15R)-3-(tert-Butyl-diphenyl-silanyloxy)-10,13-dimethyl-15-triethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / Im

2: LDA

3: O₂ / Pd(OAc)2

4: 83 percent / TBHP; Triton B

5: 83 percent / KHMDS

6: 84 percent / Ti(OiPr)4

7: lutidine

8: LiAlH₄

9: 88 percent / propionic acid

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; lutidine; impramine; oxygen; N-benzyl-trimethylammonium hydroxide; potassium hexamethylsilazane; lithium diisopropyl amide; palladium diacetate; In propionic acid; 5: Wittig reaction / 9: Claisen rearrangement;
DOI:10.1016/j.tetlet.2005.07.042