(1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide

Base Information

Chemical Name:(1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide
CAS No.:134958-80-8
Molecular Formula:C₁₈H₂₃N₃O₂
Molecular Weight:313.4
Hs Code.:

Synonyms:(1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide

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Chemical Property of (1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide

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Technology Process of (1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide

There total 5 articles about (1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide 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%

: 134958-78-4
(1R,5S,7R)-1,5,7-Trimethyl-2,4-dioxo-3-phenyl-3-aza-bicyclo[3.3.1]nonane-7-carbonitrile

: 134958-80-8
(1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide

Guidance literature:: With potassium amide; In tetrahydrofuran; Heating;
DOI:10.1016/S0040-4020(01)81785-3

Reference yield:

: 107271-36-3
1,5,7-trimethyl-2,4-dioxo-3-oxabicyclo[3.3.1]nonane-7-carboxylic acid

: 134958-80-8
(1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / pyridine / CH₂Cl₂

2: SOCl₂ / Heating

3: NH₃(g) / tetrahydrofuran / Ambient temperature

4: 80 percent / trifluoroacetic anhydride, pyridine / tetrahydrofuran / Ambient temperature

5: 80 percent / KNH₂ / tetrahydrofuran / Heating

With pyridine; thionyl chloride; ammonia; potassium amide; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)81785-3

Reference yield:

: 99309-09-8
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-phenyl-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

: 134958-80-8
(1S,5S,7R)-2-Amino-1,5,7-trimethyl-4-oxo-3-aza-bicyclo[3.3.1]non-2-ene-7-carboxylic acid phenylamide

Guidance literature:: Multi-step reaction with 4 steps

1: SOCl₂ / Heating

2: NH₃(g) / tetrahydrofuran / Ambient temperature

3: 80 percent / trifluoroacetic anhydride, pyridine / tetrahydrofuran / Ambient temperature

4: 80 percent / KNH₂ / tetrahydrofuran / Heating

With pyridine; thionyl chloride; ammonia; potassium amide; trifluoroacetic anhydride; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)81785-3