(αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione

Base Information

Chemical Name:(αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione
CAS No.:248948-51-8
Molecular Formula:C₂₅H₃₆N₂O₆
Molecular Weight:460.571
Hs Code.:

Synonyms:(αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione

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Chemical Property of (αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione

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Technology Process of (αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione

There total 7 articles about (αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione 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: 95.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 248948-49-4
(αS,3S)-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-3-methylamino-1-azaspiro[4,5]decane-2,8-dione

: 248948-51-8
(αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione

Guidance literature:: With triethylamine; In dichloromethane; at 25 ℃; for 3h;
DOI:10.1021/ja991160h

Reference yield:

: (S)-2-(11-Hydroxy-10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-3-(4-methoxy-phenyl)-propionic acid methyl ester

: 248948-51-8
(αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione

Guidance literature:: Multi-step reaction with 7 steps

1: DMAP / CH₂Cl₂ / 12 h / 25 °C

2: NaN₃ / dimethylformamide / 12 h / 25 °C

3: 90 percent / H₂ / 5 percent Pd/C / ethanol / 760 Torr

4: 92 percent / NaH / dimethylformamide / 2 h / 25 °C

5: LiBH₄ / diethyl ether / 2 h

6: aq. HCl / acetic acid / 12 h

7: 95 percent / Et₃N / CH₂Cl₂ / 3 h / 25 °C

With hydrogenchloride; dmap; lithium borohydride; sodium azide; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; 1: Tosylation / 2: Substitution / 3: Hydrogenolysis / 4: Methylation / 5: Reduction / 6: Hydrolysis / 7: Acylation;
DOI:10.1021/ja991160h

Reference yield:

: 248948-40-5
methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate

: 248948-51-8
(αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-1-azaspiro[4,5]decane-2,8-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / H₂ / 5 percent Pd/C / ethanol / 760 Torr

2: 92 percent / NaH / dimethylformamide / 2 h / 25 °C

3: LiBH₄ / diethyl ether / 2 h

4: aq. HCl / acetic acid / 12 h

5: 95 percent / Et₃N / CH₂Cl₂ / 3 h / 25 °C

With hydrogenchloride; lithium borohydride; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Methylation / 3: Reduction / 4: Hydrolysis / 5: Acylation;
DOI:10.1021/ja991160h