(1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester

Base Information

Chemical Name:(1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester
CAS No.:331951-75-8
Molecular Formula:C₂₄H₃₃NO₅
Molecular Weight:415.53
Hs Code.:

Synonyms:(1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester

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Chemical Property of (1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester

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Technology Process of (1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester

There total 9 articles about (1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl 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: 80.0%

: 331951-72-5
(1R,3S)-1-(2-Hydroxy-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester

: 331951-75-8
(1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - 20 ℃; for 1h;
DOI:10.1016/S0040-4020(00)01008-5

Reference yield:

: 160350-16-3
(S)-1-Oxo-2-aza-spiro[4.5]deca-6,9-diene-3-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

: 331951-75-8
(1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 95 percent / H₂ / 10 percent Pd-C / methanol / 12 h

2.1: 86 percent / 2N LiOH / methanol / 2 h

3.1: 80 percent / 70 percent HClO₄ / 24 h

4.1: 94 percent / NaH / tetrahydrofuran

5.1: 1M LiEt₃BH / tetrahydrofuran / 3 h / -78 - 20 °C

6.1: pyridine / 20 h / 0 - 20 °C

7.1: BF₃*Et₂O / CH₂Cl₂ / 6 h / -78 - 20 °C

8.1: OsCl₃; Me₃NO*2H₂O / acetone; H₂O / 2 h

8.2: NaIO₄ / acetone; H₂O / 0.5 h

8.3: NaBH₄ / methanol

9.1: 80 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 1 h / -60 - 20 °C

With lithium hydroxide; perchloric acid; oxalyl dichloride; osmium (III) chloride; trimethylamine-N-oxide; boron trifluoride diethyl etherate; hydrogen; sodium hydride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetone; 9.1: Swern oxidation;
DOI:10.1016/S0040-4020(00)01008-5

Reference yield:

: 331951-85-0
(S)-1-Oxo-2-aza-spiro[4.5]decane-3-carboxylic acid

: 331951-75-8
(1R,3S)-1-(2-Oxo-ethyl)-2-aza-spiro[4.5]decane-2,3-dicarboxylic acid 2-benzyl ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / 70 percent HClO₄ / 24 h

2.1: 94 percent / NaH / tetrahydrofuran

3.1: 1M LiEt₃BH / tetrahydrofuran / 3 h / -78 - 20 °C

4.1: pyridine / 20 h / 0 - 20 °C

5.1: BF₃*Et₂O / CH₂Cl₂ / 6 h / -78 - 20 °C

6.1: OsCl₃; Me₃NO*2H₂O / acetone; H₂O / 2 h

6.2: NaIO₄ / acetone; H₂O / 0.5 h

6.3: NaBH₄ / methanol

7.1: 80 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 1 h / -60 - 20 °C

With perchloric acid; oxalyl dichloride; osmium (III) chloride; trimethylamine-N-oxide; boron trifluoride diethyl etherate; sodium hydride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; water; acetone; 7.1: Swern oxidation;
DOI:10.1016/S0040-4020(00)01008-5