1-Azacyclopropa[cd]pentalene-4a(1H)-carboxylicacid,hexahydro-2-oxo-,methylester,(2aR,2bR,4aS,4bS)-(9CI)

Base Information

Chemical Name:1-Azacyclopropa[cd]pentalene-4a(1H)-carboxylicacid,hexahydro-2-oxo-,methylester,(2aR,2bR,4aS,4bS)-(9CI)
CAS No.:597540-62-0
Molecular Formula:C9H11NO3
Molecular Weight:181.191
Hs Code.:
Mol file:597540-62-0.mol

Synonyms:1-Azacyclopropa[cd]pentalene-4a(1H)-carboxylicacid,hexahydro-2-oxo-,methylester,(2aR,2bR,4aS,4bS)-(9CI)

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

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Chemical Property of 1-Azacyclopropa[cd]pentalene-4a(1H)-carboxylicacid,hexahydro-2-oxo-,methylester,(2aR,2bR,4aS,4bS)-(9CI)

Chemical Property:

PSA：55.40000
LogP:0.01280

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-Azacyclopropa[cd]pentalene-4a(1H)-carboxylicacid,hexahydro-2-oxo-,methylester,(2aR,2bR,4aS,4bS)-(9CI)

There total 1 articles about 1-Azacyclopropa[cd]pentalene-4a(1H)-carboxylicacid,hexahydro-2-oxo-,methylester,(2aR,2bR,4aS,4bS)-(9CI) 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: 26.0%

: 597540-60-8
(2aR,2bR,4aS,4bS)-1-(4-Methoxy-benzyl)-2-oxo-hexahydro-1-aza-cyclopropa[cd]pentalene-4a-carboxylic acid methyl ester

: 597540-62-0
(2aR,2bR,4aS,4bS)-2-Oxo-hexahydro-1-aza-cyclopropa[cd]pentalene-4a-carboxylic acid methyl ester

: (2aR,2bR,4aS,4bS)-1-(4-Methoxy-benzoyl)-2-oxo-hexahydro-1-aza-cyclopropa[cd]pentalene-4a-carboxylic acid methyl ester

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 0 - 20 ℃; for 0.833333h;
DOI:10.1016/S0040-4039(03)01316-9

Reference yield:

: 597540-62-0
(2aR,2bR,4aS,4bS)-2-Oxo-hexahydro-1-aza-cyclopropa[cd]pentalene-4a-carboxylic acid methyl ester

: 176199-48-7,176027-90-0,176199-49-8,177317-28-1,207553-80-8,597540-64-2
eglumetad

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N; DMAP / tetrahydrofuran / 26 h / 20 °C

2.1: LiOH / 45 h / 20 °C

3.1: KN(SiMe₃)2 / tetrahydrofuran / -78 - -15 °C

3.2: AcOH / tetrahydrofuran / -78 °C / pH 13

4.1: TFA / CH₂Cl₂

5.1: NaOH (1N) / tetrahydrofuran

With dmap; lithium hydroxide; sodium hydroxide; potassium hexamethylsilazane; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(03)01316-9

Reference yield:

: 597540-62-0
(2aR,2bR,4aS,4bS)-2-Oxo-hexahydro-1-aza-cyclopropa[cd]pentalene-4a-carboxylic acid methyl ester

: 176199-49-8,177317-28-1,207553-80-8,597540-64-2
(1S,2S,5R,6R)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N; DMAP / tetrahydrofuran / 26 h / 20 °C

2: LiOH / 45 h / 20 °C

3: 1N NaOH / tetrahydrofuran

4: TFA / CH₂Cl₂

With dmap; lithium hydroxide; sodium hydroxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(03)01316-9