(E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester
CAS No.:403507-15-3
Molecular Formula:C₃₅H₅₁NO₃Si
Molecular Weight:561.88
Hs Code.:

Synonyms:(E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

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Chemical Property of (E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

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Technology Process of (E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

There total 14 articles about (E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic 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:

: 161779-70-0
(3R,5aR,8aS)-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one

: 403507-15-3
(E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 98 percent / TiCl₄ / CH₂Cl₂ / 18 h / -78 - 25 °C

2.1: 88 percent / Na; EtOH / liquid ammonia; tetrahydrofuran / 1 h / -33 °C

3.1: 93 percent / 4-dimethylaminopyridine / tetrahydrofuran / 18 h / 25 °C

4.1: LiHMDS / tetrahydrofuran; hexane / 1 h / -40 °C

5.1: 82 percent / LiHMDS; 2,6-di-tert-butyl-4-methylphenol / tetrahydrofuran / 1 h / -78 °C

6.1: LiOH / tetrahydrofuran; H₂O / 18 h / 25 °C

7.1: ClCO₂Et; Et₃N / tetrahydrofuran / 1 h / -10 °C

7.2: NaBH₄ / methanol / 1 h / 0 - 25 °C

8.1: Et₃N; 4-dimethylaminopyridine / 0 - 25 °C

9.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C

9.2: Pd[1,1'-bis(diphenylphosphinyl)ferrocene]Cl₂*CH₂Cl₂; AsPh₃; Cs₂CO₃ / dimethylformamide; H₂O / 25 °C

10.1: CF₃COOH / CH₂Cl₂ / 1 h / 25 °C

11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 18 h / 25 °C

With dmap; lithium hydroxide; ethanol; 2,6-di-tert-butyl-4-methyl-phenol; sodium; chloroformic acid ethyl ester; titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 9-bora-bicyclo[3.3.1]nonane; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; ammonia; water; 9.2: Suzuki reaction;
DOI:10.1002/1521-3773(20011203)40:23<4450::AID-ANIE4450>3.0.CO;2-M

Reference yield:

: 250595-66-5
6a-allyl-3-methyl-2-oxo-hexahydro-cyclopenta[b]pyrrole-1-carboxylic acid tert-butyl ester

: 403507-15-3
(E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / LiHMDS; 2,6-di-tert-butyl-4-methylphenol / tetrahydrofuran / 1 h / -78 °C

2.1: LiOH / tetrahydrofuran; H₂O / 18 h / 25 °C

3.1: ClCO₂Et; Et₃N / tetrahydrofuran / 1 h / -10 °C

3.2: NaBH₄ / methanol / 1 h / 0 - 25 °C

4.1: Et₃N; 4-dimethylaminopyridine / 0 - 25 °C

5.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C

5.2: Pd[1,1'-bis(diphenylphosphinyl)ferrocene]Cl₂*CH₂Cl₂; AsPh₃; Cs₂CO₃ / dimethylformamide; H₂O / 25 °C

6.1: CF₃COOH / CH₂Cl₂ / 1 h / 25 °C

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 18 h / 25 °C

With dmap; lithium hydroxide; 2,6-di-tert-butyl-4-methyl-phenol; chloroformic acid ethyl ester; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 9-bora-bicyclo[3.3.1]nonane; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; 5.2: Suzuki reaction;
DOI:10.1002/1521-3773(20011203)40:23<4450::AID-ANIE4450>3.0.CO;2-M

Reference yield:

: 250595-64-3
(3aR,6aS)-6a-Allyl-hexahydro-cyclopenta[b]pyrrol-2-one

: 403507-15-3
(E)-4-{(1R,5S,7R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 93 percent / 4-dimethylaminopyridine / tetrahydrofuran / 18 h / 25 °C

2.1: LiHMDS / tetrahydrofuran; hexane / 1 h / -40 °C

3.1: 82 percent / LiHMDS; 2,6-di-tert-butyl-4-methylphenol / tetrahydrofuran / 1 h / -78 °C

4.1: LiOH / tetrahydrofuran; H₂O / 18 h / 25 °C

5.1: ClCO₂Et; Et₃N / tetrahydrofuran / 1 h / -10 °C

5.2: NaBH₄ / methanol / 1 h / 0 - 25 °C

6.1: Et₃N; 4-dimethylaminopyridine / 0 - 25 °C

7.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C

7.2: Pd[1,1'-bis(diphenylphosphinyl)ferrocene]Cl₂*CH₂Cl₂; AsPh₃; Cs₂CO₃ / dimethylformamide; H₂O / 25 °C

8.1: CF₃COOH / CH₂Cl₂ / 1 h / 25 °C

9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 18 h / 25 °C

With dmap; lithium hydroxide; 2,6-di-tert-butyl-4-methyl-phenol; chloroformic acid ethyl ester; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 9-bora-bicyclo[3.3.1]nonane; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; 7.2: Suzuki reaction;
DOI:10.1002/1521-3773(20011203)40:23<4450::AID-ANIE4450>3.0.CO;2-M