S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate

Base Information

• Chemical Name: S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate
• CAS No.: 1579997-45-7
• Molecular Formula: C₂₅H₃₃N₃O₄S
• Molecular Weight: 471.621
• Mol file: 1579997-45-7.mol

Synonyms:S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate

Chemical Property of S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate

There total 1 articles about S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-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: 30.0%

4-toluenesulfonyl azide (941-55-9) + 1-phenylmethyl-4-piperidone (3612-20-2) + (S)-pyrrolidine-2-carboxylic acid methyl ester hydrochloride → S-methyl 1-[(1-benzylpirrolidin-3-yl-(tosylimido)methyl)]pyrrolidine-2-carboxylate + S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate (1579997-45-7) + S-methyl 1-[(3S,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate (1579997-55-9)

Guidance literature:

(S)-pyrrolidine-2-carboxylic acid methyl ester hydrochloride; With triethylamine; In 1,2-dichloro-ethane; for 0.25h; Inert atmosphere;

1-phenylmethyl-4-piperidone; In 1,2-dichloro-ethane; for 0.5h; Inert atmosphere; Molecular sieve;

4-toluenesulfonyl azide; Further stages;

DOI:10.1021/jo500237j

Reference yield: 99.0%

S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate (1579997-45-7) → (S)-1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylic acid hydrochloride (1579997-51-5)

Guidance literature:

With hydrogenchloride; In water; at 110 ℃; for 4h; Sealed tube;

DOI:10.1021/jo500237j

Reference yield: 40.0%

S-methyl 1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate (1579997-45-7) + acetic anhydride (108-24-7) → S-methyl 1-[(3R,4R)-1-acetyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate (1579997-47-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In toluene; at 25 ℃; for 12h; under 760.051 Torr;

DOI:10.1021/jo500237j

upstream raw materials:

4-toluenesulfonyl azide

1-phenylmethyl-4-piperidone

Downstream raw materials:

S-methyl 1-[(3R,4R)-1-acetyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylate

S-N-methyl 1-[(3R,4R)-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxamide

(S)-1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylic acid hydrochloride

(S)-N-((S)-1-amino-3-methyl-1-oxobutan-2-yl)-1-((3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl)pyrrolidine-2-carboxamide