tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate

Base Information

• Chemical Name: tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate
• CAS No.: 1448191-54-5
• Molecular Formula: C₂₁H₂₇N₃O₄S
• Molecular Weight: 417.529
• Mol file: 1448191-54-5.mol

Synonyms:tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate

Chemical Property of tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate

There total 17 articles about tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐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: 99.49%

1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine (1448189-30-7) + (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid (13726-69-7,946610-68-0) → tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate (1448191-54-5)

Guidance literature:

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid; With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.0833333h;

1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2020.112654

Reference yield: 97.0%

1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methanamine hydrochloride (2044838-29-9) + (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid (13726-69-7,946610-68-0) → tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate (1448191-54-5)

Guidance literature:

With triethylamine; HATU; In dichloromethane; at 0 - 25 ℃; for 2h;

Reference yield: 95.0%

4-Methylthiazole (693-95-8) + tert-butyl (2S,4R)-2-[(4-bromophenyl)methylcarbamoyl]-4-hydroxypyrrolidine-1-carboxylate (1448189-89-6) → tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate (1448191-54-5)

Guidance literature:

With potassium acetate; palladium diacetate; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 16h; Inert atmosphere;

upstream raw materials:

1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

2-(trimethylsilyl)ethyl 4-bromobenzylcarbamate

2-(trimethylsilyl)ethyl 4-(4-methylthiazol-5-yl)benzylcarbamate

Downstream raw materials:

(2S,4R)-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide

C₂₅H₂₇N₃O₄S

C₂₃H₂₂BrN₃O₃S

C₂₃H₂₁BrClN₃O₃S