(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

Base Information

Chemical Name:(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal
CAS No.:757190-15-1
Molecular Formula:C₂₆H₃₀N₂O₇S₂
Molecular Weight:546.665
Hs Code.:

Synonyms:(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

Suppliers and Price of (2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

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

Total 0 raw suppliers

Chemical Property of (2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

There total 8 articles about (2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal 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: 83.0%

: 757189-92-7
(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(methoxycarbonylmethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

: 757190-15-1
(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2h;
DOI:10.1016/S0960-894X(03)00718-2

Reference yield:

: 60547-92-4
4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid

: 757190-15-1
(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 8 steps

1: thionyl chloride; DMF / benzene / 6 h

2: 75 percent / triethylamine / tetrahydrofuran; H₂O / 1 h / 20 °C

3: 90 percent / imidazole / CH₂Cl₂ / 12 h / 20 °C

4: 65 percent / diisobutyl aluminium hydride / hexane; CH₂Cl₂ / 0.75 h / -78 °C

5: 72 percent / trimethylsilyl chloride / CHCl₃ / 18.5 h

6: 78 percent / TPAP; NMO; molecular sieves 4 Angstroem / acetonitrile; CH₂Cl₂ / 2.5 h / 20 °C

7: 80 percent / sodium hydride / tetrahydrofuran / 2 h / 0 °C

8: 83 percent / lithium hydroxide monohydrate / tetrahydrofuran; H₂O; methanol / 2 h / 20 °C

With 1H-imidazole; lithium hydroxide; chloro-trimethyl-silane; thionyl chloride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; diisobutylaluminium hydride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; acetonitrile; benzene;
DOI:10.1016/j.bmc.2004.06.013

Reference yield:

: 64154-78-5
4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride

: 757190-15-1
(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-(carboxymethylidene)-pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / triethylamine / tetrahydrofuran; H₂O / 1 h / 20 °C

2: 90 percent / imidazole / CH₂Cl₂ / 12 h / 20 °C

3: 65 percent / diisobutyl aluminium hydride / hexane; CH₂Cl₂ / 0.75 h / -78 °C

4: 72 percent / trimethylsilyl chloride / CHCl₃ / 18.5 h

5: 78 percent / TPAP; NMO; molecular sieves 4 Angstroem / acetonitrile; CH₂Cl₂ / 2.5 h / 20 °C

6: 80 percent / sodium hydride / tetrahydrofuran / 2 h / 0 °C

7: 83 percent / lithium hydroxide monohydrate / tetrahydrofuran; H₂O; methanol / 2 h / 20 °C

With 1H-imidazole; lithium hydroxide; chloro-trimethyl-silane; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1016/j.bmc.2004.06.013