(1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

Base Information

Chemical Name:(1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester
CAS No.:198402-36-7
Molecular Formula:C₃₄H₄₉N₃O₈SSi
Molecular Weight:687.93
Hs Code.:

(1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

Synonyms:(1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

Suppliers and Price of (1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

There total 12 articles about (1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid 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:

: 135297-04-0
(3S,4R)-4-[(1R,2S,3R)-2,3-epoxycyclohexyl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

: 198402-36-7
(1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 53 percent / ceric ammonium nitrate / acetonitrile / 20 h / Ambient temperature

2: 79 percent / 2,6-lutidine / CH₂Cl₂ / 5 °C

3: 92 percent / H₂ / Pd/C / ethyl acetate / 2 h / 760 Torr

4: 72 percent / 2(OAc)>4 / CH₂Cl₂ / 6 h / Ambient temperature

5: 60 percent / potassium tert-butoxide / 2 h / -20 deg C -> room temperature

6: 55 percent / tetrabutylammonium fluoride, glacial acetic acid / tetrahydrofuran / 2 h / Ambient temperature

7: 1.) 2,6-lutidine, 2.) Pd(PPh₃)4, sodium 2-ethylhexanoate, buffer pH=3 / 1.) CH₂Cl₂

8: PPh₃ / CH₂Cl₂

9: CH₂Cl₂ / 1 h

10: 83 percent / tetrabutylammonium fluoride, glacial acetic acid / tetrahydrofuran / 1 h

11: 50 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -60 deg C, 30 min, 2.) -20 deg C, 2 h

12: 1.) Et₃N, 2.) P(OEt)3, hydroquinone / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) xylene, 140 deg C, 4 h

With 2,6-dimethylpyridine; dirhodium tetraacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; ammonium cerium(IV) nitrate; buffer pH=3; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dimethyl sulfoxide; triethylamine; hydroquinone; triphenylphosphine; triethyl phosphite; sodium 2-ethylhexanoic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(97)01053-3

Reference yield:

: 190973-56-9
(3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((1R,2S,3S)-2-hydroxy-3-nitrooxy-cyclohexyl)-azetidin-2-one

: 198402-36-7
(1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 79 percent / 2,6-lutidine / CH₂Cl₂ / 5 °C

2: 92 percent / H₂ / Pd/C / ethyl acetate / 2 h / 760 Torr

3: 72 percent / 2(OAc)>4 / CH₂Cl₂ / 6 h / Ambient temperature

4: 60 percent / potassium tert-butoxide / 2 h / -20 deg C -> room temperature

5: 55 percent / tetrabutylammonium fluoride, glacial acetic acid / tetrahydrofuran / 2 h / Ambient temperature

6: 1.) 2,6-lutidine, 2.) Pd(PPh₃)4, sodium 2-ethylhexanoate, buffer pH=3 / 1.) CH₂Cl₂

7: PPh₃ / CH₂Cl₂

8: CH₂Cl₂ / 1 h

9: 83 percent / tetrabutylammonium fluoride, glacial acetic acid / tetrahydrofuran / 1 h

10: 50 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -60 deg C, 30 min, 2.) -20 deg C, 2 h

11: 1.) Et₃N, 2.) P(OEt)3, hydroquinone / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) xylene, 140 deg C, 4 h

With 2,6-dimethylpyridine; dirhodium tetraacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; buffer pH=3; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dimethyl sulfoxide; triethylamine; hydroquinone; triphenylphosphine; triethyl phosphite; sodium 2-ethylhexanoic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4020(97)01053-3

Reference yield:

: 190973-61-6
(1S,4aS,5S,8aR,8bR)-3,3-Di-tert-butyl-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-hydroxy-octahydro-4-oxa-2a-aza-3-sila-cyclobuta[a]naphthalen-2-one

: 198402-36-7
(1S,5S,8aS,8bR)-5-[2-(4-Benzenesulfonyl-piperazin-1-yl)-2-oxo-ethoxy]-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 72 percent / 2(OAc)>4 / CH₂Cl₂ / 6 h / Ambient temperature

2: 60 percent / potassium tert-butoxide / 2 h / -20 deg C -> room temperature

3: 55 percent / tetrabutylammonium fluoride, glacial acetic acid / tetrahydrofuran / 2 h / Ambient temperature

4: 1.) 2,6-lutidine, 2.) Pd(PPh₃)4, sodium 2-ethylhexanoate, buffer pH=3 / 1.) CH₂Cl₂

5: PPh₃ / CH₂Cl₂

6: CH₂Cl₂ / 1 h

7: 83 percent / tetrabutylammonium fluoride, glacial acetic acid / tetrahydrofuran / 1 h

8: 50 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -60 deg C, 30 min, 2.) -20 deg C, 2 h

9: 1.) Et₃N, 2.) P(OEt)3, hydroquinone / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) xylene, 140 deg C, 4 h

With 2,6-dimethylpyridine; dirhodium tetraacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; buffer pH=3; potassium tert-butylate; tetrabutyl ammonium fluoride; acetic acid; dimethyl sulfoxide; triethylamine; hydroquinone; triphenylphosphine; triethyl phosphite; sodium 2-ethylhexanoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(97)01053-3