(S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester

Base Information

Chemical Name:(S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester
CAS No.:176656-22-7
Molecular Formula:C₅₀H₇₃NO₁₀Si
Molecular Weight:876.216
Hs Code.:

(S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester

Synonyms:(S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester

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Chemical Property of (S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester

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Technology Process of (S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester

There total 7 articles about (S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} 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: 84.0%

: C₅₆H₈₇NO₁₀Si₂

: 176656-22-7
(S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.416667h;
DOI:10.1021/jo951646q

Reference yield:

: 26250-84-0
(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

: 176656-22-7
(S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / DCC, DMAP / CH₂Cl₂ / 48 h / -20 °C

2: 84 percent / TBAF / tetrahydrofuran / 0.42 h / 0 °C

With dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo951646q

Reference yield:

: 143347-88-0
(R)-2,2-Dimethyl-4-((S)-1-methyl-allyl)-1,3,7-trioxa-spiro[5.5]undec-10-en-9-one

: 176656-22-7
(S)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-{(E)-(S)-3-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(R)-1-((4S,6R,9R)-9-hydroxy-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-10-en-4-yl)-ethyl]-2-methyl-allyl} ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / L-Selectride / tetrahydrofuran / 0.75 h / -78 °C

2: 87 percent / imidazole / dimethylformamide / 25 h / Ambient temperature

3: 1) OsO₄, NMO, 2) NaIO₄ / 1) THF, H₂O, benzene, room temperature, 40 min, 2) THF, H₂O, benzene, 30 min

4: 1) t-BuLi / 1) Et₂O, pentane, -78 deg C, 20 min, 2) Et₂O, pentane, -78 deg C, 1 h

5: 100 percent / DCC, DMAP / CH₂Cl₂ / 48 h / -20 °C

6: 84 percent / TBAF / tetrahydrofuran / 0.42 h / 0 °C

With 1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; tert.-butyl lithium; L-Selectride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo951646q