4-Nitrobenzyl 6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate

Base Information

Chemical Name:4-Nitrobenzyl 6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate
CAS No.:77449-43-5
Molecular Formula:C₁₆H₁₆N₂O₇
Molecular Weight:348.312
Hs Code.:
DSSTox Substance ID:DTXSID40467431
Mol file:77449-43-5.mol

Synonyms:77449-43-5;4-Nitrobenzyl 6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate;(4-nitrophenyl)methyl 6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate;C16H16N2O7;(5R,6S)-4-Nitrobenzyl 6-((R)-1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate;SCHEMBL6114295;DTXSID40467431;AKOS015907776;SB67328;4-Nitrobenzyl6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate;AC-25797;DS-12886;CS-0162845;CS-0370954;FT-0657152;[5R-(5|A,6|A(R*)]-6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (4-nitrophenyl)methyl ester;4-Nitrobenzyl 6-(1-hydroxyethyl)-3 pound not7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate;6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid(4-nitrophenyl)methyl ester

Suppliers and Price of 4-Nitrobenzyl 6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
4-Nitrobenzyl6-(1-Hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate
100mg
$ 75.00

Crysdot
4-Nitrobenzyl6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate 95+%
5g
$ 60.00

Crysdot
4-Nitrobenzyl6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate 95+%
10g
$ 100.00

Chemenu
4-nitrobenzyl6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate 95%
10g
$ 102.00

American Custom Chemicals Corporation
4-NITROBENZYL-6-(1-HYDROXYETHYL)-3,7-DIOXO-1-AZABICYCLO-[3.2.0]-HEPTANE-2-CARBOXYLATE 95.00%
5MG
$ 505.90

AK Scientific
4-Nitrobenzyl6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate
1g
$ 87.00

AK Scientific
4-Nitrobenzyl6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate
5g
$ 141.00

aablocks
4-Nitrobenzyl6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate 95+%
5g
$ 357.00

Total 23 raw suppliers

Chemical Property of 4-Nitrobenzyl 6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate

Chemical Property:

Boiling Point:601.3 °C at 760 mmHg
Flash Point:317.4 °C
PSA：129.73000
Density:1.50g/cm³
LogP:0.64830
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:348.09575085
Heavy Atom Count:25
Complexity:594

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrobenzyl6-(1-Hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C1C2CC(=O)C(N2C1=O)C(=O)OCC3=CC=C(C=C3)[N+](=O)[O-])O

Technology Process of 4-Nitrobenzyl 6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate

There total 22 articles about 4-Nitrobenzyl 6-(1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate 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: 94.0%

: (3RS,4RS)-α-diazo-3-[1(RS)-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid p-nitrobenzyl ester

: 74288-40-7,75363-99-4,77171-48-3,77448-91-0,77449-43-5,78184-67-5,111468-09-8,115938-32-4
p-nitrobenzyl 6-(1'-hydroxyethyl)-1-azabicyclo(3.2.0)heptane-3,7-dione-2-carboxylate

Guidance literature:: dirhodium tetraacetate; zinc dibromide; In ethyl acetate; at 75 - 77 ℃; for 1h; Product distribution / selectivity;

Reference yield:

: (3RS,4RS)-α-diazo-3-[1(RS)-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid p-nitrobenzyl ester

: 74288-40-7,75363-99-4,77171-48-3,77448-91-0,77449-43-5,78184-67-5,111468-09-8,115938-32-4
(2S,5S,6R)-6-((S)-1-Hydroxy-ethyl)-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: dirhodium tetraacetate; In toluene; at 80 ℃; for 1h;
DOI:10.1016/S0040-4039(00)78606-0

Reference yield:

: 77120-91-3
(E)-2-Acetyl-3-benzylamino-pent-2-enedioic acid diethyl ester

: 74288-40-7,75363-99-4,77171-48-3,77448-91-0,77449-43-5,78184-67-5,111468-09-8,115938-32-4
(2S,5S,6R)-6-((S)-1-Hydroxy-ethyl)-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: NaBH₃CN / acetic acid

2: cc. HCl / Heating

3: hydrogen / Pd(OH)2/C / acetic acid / 2068.6 Torr

4: AcOH / 16 h / 70 °C

5: 92 percent / NEt₃, DCC / acetonitrile / 4 h / 60 °C

6: NEt₃ / dimethylformamide

7: hydrogen / Pd/c / 2068.6 Torr

8: 1.) carbonyldiimidazol, 4-dimethylaminopyridine / 1.) CH₂Cl₂ 2.) CH₃CN, reflux

9: HCl / methanol; H₂O

10: Triphenylphosphine, diisopropylazodicarboxylate, / THF, 25 deg C, 1 h

11: HCl / methanol; H₂O / 1.5 h / 25 °C

12: TsN₃, NEt₃ / ethyl acetate

13: Rh₂(OAc)4 / toluene / 1 h / 80 °C

With hydrogenchloride; dmap; Carbonyldiimidazole; 4-toluenesulfonyl azide; di-isopropyl azodicarboxylate; hydrogen; sodium cyanoborohydride; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; dirhodium tetraacetate; palladium dihydroxide; palladium on activated charcoal; acetic acid; In methanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)78606-0