(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl ester

Base Information

Chemical Name:(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl ester
CAS No.:134958-83-1
Molecular Formula:C₂₀H₂₅NO₄
Molecular Weight:343.423
Hs Code.:

Synonyms:(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl ester

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Chemical Property of (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl ester

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Technology Process of (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl ester

There total 1 articles about (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl 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%

: 60-12-8
2-phenylethanol

: 109216-50-4
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carbonyl chloride

: 134958-83-1
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl ester

Guidance literature:: With dmap; In dichloromethane; for 66h; Heating;
DOI:10.1016/S0040-4020(01)81785-3

Reference yield:

: 134958-83-1
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl ester

: 134958-81-9
(1R,9S,11S)-4-Amino-1,9,11-trimethyl-6-oxo-3,5,7-triaza-tricyclo[7.3.1.0^2,7]trideca-2,4-diene-11-carboxylic acid phenethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) LIBH₄, 2) TFA, Et₃SiH / 1) THF, 0 deg C, 4h, 2) CH₂Cl₂, 3.5h

2: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 15 h / Heating

3: 50 percent / NaH, NEt₃ / tetrahydrofuran / 20 h / Heating

With triethylsilane; lithium borohydride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)81785-3

Reference yield:

: 134958-83-1
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid phenethyl ester

: 134958-85-3
(1R,5S,7S)-1,5,7-Trimethyl-2-oxo-3-aza-bicyclo[3.3.1]nonane-3,7-dicarboxylic acid 7-phenethyl ester 3-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) LIBH₄, 2) TFA, Et₃SiH / 1) THF, 0 deg C, 4h, 2) CH₂Cl₂, 3.5h

2: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 15 h / Heating

With triethylsilane; lithium borohydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4020(01)81785-3