(S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone

Base Information

• Chemical Name: (S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone
• CAS No.: 260391-49-9
• Molecular Formula: C₂₀H₂₂N₂O₆
• Molecular Weight: 386.404
• Mol file: 260391-49-9.mol

Synonyms:(S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone

Chemical Property of (S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone

There total 14 articles about (S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone 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: 89.0%

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid (60547-92-4) + (S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone (260391-49-9)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 85.0%

(S)-methyl 1-(4-(benzyloxy)-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylate (140646-99-7) → (S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone (260391-49-9)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h;

DOI:10.1016/j.bmc.2004.07.045

Reference yield: 50.0%

4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride (64154-78-5) + (S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone (260391-49-9)

Guidance literature:

With triethylamine; In chloroform; acetonitrile; at -30 - 20 ℃; Inert atmosphere;

DOI:10.3390/molecules25051243

upstream raw materials:

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid

(S)-1-Pyrrolidin-2-yl-methanol

4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride

(S)-methyl 1-(4-(benzyloxy)-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylate

Downstream raw materials:

(2-amino-4-(benzyloxy)-5-methoxyphenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone

(S)-(2-amino-4-hydroxy-5-methoxyphenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone

(S)-1-(4-(benzyloxy)-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carbaldehyde

(2S)-N-{4-[3-(7-methoxy-(11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one-8-yloxy)propoxy]-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carbaldehyde diethyl thioacetal