4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

Base Information

Chemical Name:4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester
CAS No.:141355-46-6
Molecular Formula:C₃₆H₃₄N₆O₁₄S
Molecular Weight:806.764
Hs Code.:

4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

Synonyms:4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

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Chemical Property of 4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

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Technology Process of 4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

There total 8 articles about 4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) 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: 100.0%

: 120356-04-9
4-Mercapto-N,N-bis(p-nitro-benzyloxycarbonyl)pyrazolidine

: 141355-45-5
(6S,7aS)-2-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizine-3-carboxylic acid 4-nitro-benzyl ester

: 141355-46-6
4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 ℃;
DOI:10.1039/c39920000437

Reference yield:

: 141355-57-9,141355-58-0,142167-63-3
3(S)-3-<(R)-1'-tert-butyldimethylsilyloxyethyl>-5-acetoxypyrrolidin-2-one

: 141355-46-6
4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) Sn(OSO₂CF₃)2, N-ethylpiperidine / 1.) from -50 deg C to -45 deg C, 2.) THF, 0 deg C

2: acetonitrile

3: acetonitrile / 60 °C

4: conc. HCl / methanol

5: p-toluenesulfonyl azide, NEt₃ / acetonitrile

6: Rh(OAc)2 / ethyl acetate / 60 °C

7: N,N-diisopropylethylamine / acetonitrile / 0 °C

8: 100 percent / N,N-diisopropylethylamine / acetonitrile / 0 °C

With rhodium(II) acetate; 1-ethyl-piperidine; hydrogenchloride; tin(II) trifluoromethanesulfonate; 4-toluenesulfonyl azide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; ethyl acetate; acetonitrile;
DOI:10.1039/c39920000437

Reference yield:

: (3S,5S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(2-oxo-2-pyrazol-1-yl-ethyl)-pyrrolidin-2-one

: 141355-46-6
4-[(6S,7aS)-6-((R)-1-Hydroxy-ethyl)-3-(4-nitro-benzyloxycarbonyl)-5-oxo-5,6,7,7a-tetrahydro-1H-pyrrolizin-2-ylsulfanyl]-pyrazolidine-1,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

Guidance literature:: Multi-step reaction with 6 steps

1: acetonitrile / 60 °C

2: conc. HCl / methanol

3: p-toluenesulfonyl azide, NEt₃ / acetonitrile

4: Rh(OAc)2 / ethyl acetate / 60 °C

5: N,N-diisopropylethylamine / acetonitrile / 0 °C

6: 100 percent / N,N-diisopropylethylamine / acetonitrile / 0 °C

With rhodium(II) acetate; hydrogenchloride; 4-toluenesulfonyl azide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; ethyl acetate; acetonitrile;
DOI:10.1039/c39920000437