(2R,5R)-7-Oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (4-nitrophenyl)methyl ester

Base Information

Chemical Name:(2R,5R)-7-Oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (4-nitrophenyl)methyl ester
CAS No.:112283-39-3
Molecular Formula:C₁₄H₁₄N₂O₅
Molecular Weight:290.276
Hs Code.:
Mol file:112283-39-3.mol

Synonyms:(2R,5R)-7-Oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (4-nitrophenyl)methyl ester

Suppliers and Price of (2R,5R)-7-Oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (4-nitrophenyl)methyl ester

Supply Marketing:

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

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Chemical Property of (2R,5R)-7-Oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (4-nitrophenyl)methyl ester

Chemical Property:

PSA：0.00000
LogP:0.00000

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,5R)-7-Oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (4-nitrophenyl)methyl ester

There total 24 articles about (2R,5R)-7-Oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (4-nitrophenyl)methyl 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:

: (S)-1-Benzyl-5-thioxo-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

: 112283-39-3,112345-98-9
p-nitrobenzyl (3S,5R)-carbapenam-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetonitrile / 40 h

1.2: triphenylphosphine; triethylamine / CH₂Cl₂ / 20 h

2.1: sodium cyanoborohydride; acetic acid / acetonitrile

3.1: H₂ / Pd(OH)2/C / ethanol / 48 h

4.1: t-BuOH / H₂O

5.1: Cs₂CO₃ / dimethylformamide

6.1: TFA

7.1: N-methyl-2-chloropyridinium triflate; diisopropylethylamine / acetonitrile / 4 h

With hydrogen; sodium cyanoborohydride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-methyl-2-chloropyridinium trifluoromethanesulfonate; tert-butyl alcohol; palladium dihydroxide; In ethanol; water; N,N-dimethyl-formamide; acetonitrile; 1.2: Eschenmoser coupling;
DOI:10.1021/ja037665w

Reference yield:

: 646505-02-4
(S)-1-Benzyl-5-[1-tert-butoxycarbonyl-meth-(E)-ylidene]-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

: 112283-39-3,112345-98-9
p-nitrobenzyl (3S,5R)-carbapenam-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium cyanoborohydride; acetic acid / acetonitrile

2: H₂ / Pd(OH)2/C / ethanol / 48 h

3: t-BuOH / H₂O

4: Cs₂CO₃ / dimethylformamide

5: TFA

6: N-methyl-2-chloropyridinium triflate; diisopropylethylamine / acetonitrile / 4 h

With hydrogen; sodium cyanoborohydride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-methyl-2-chloropyridinium trifluoromethanesulfonate; tert-butyl alcohol; palladium dihydroxide; In ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja037665w

Reference yield:

: 646505-03-5
(2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester

: 112283-39-3,112345-98-9
p-nitrobenzyl (3S,5R)-carbapenam-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd(OH)2/C / ethanol / 48 h

2: t-BuOH / H₂O

3: Cs₂CO₃ / dimethylformamide

4: TFA

5: N-methyl-2-chloropyridinium triflate; diisopropylethylamine / acetonitrile / 4 h

With hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-methyl-2-chloropyridinium trifluoromethanesulfonate; tert-butyl alcohol; palladium dihydroxide; In ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja037665w