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

Base Information

• Chemical Name: (S)-1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylic acid hydrochloride
• CAS No.: 1579997-51-5
• Molecular Formula: C₂₄H₃₁N₃O₄S*ClH
• Molecular Weight: 494.055

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

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

Chemical Property:

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

There total 3 articles about (S)-1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylic acid hydrochloride 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: 99.0%

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:

1-phenylmethyl-4-piperidone (3612-20-2) → (S)-1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylic acid hydrochloride (1579997-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / 1,2-dichloro-ethane / 0.25 h / Inert atmosphere

1.2: 0.5 h / Inert atmosphere; Molecular sieve

2.1: hydrogenchloride / water / 4 h / 110 °C / Sealed tube

With hydrogenchloride; triethylamine; In water; 1,2-dichloro-ethane;

DOI:10.1021/jo500237j

Reference yield:

4-toluenesulfonyl azide (941-55-9) → (S)-1-[(3R,4R)-1-benzyl-4-tosylamidopiperidin-3-yl]pyrrolidine-2-carboxylic acid hydrochloride (1579997-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / 1,2-dichloro-ethane / 0.25 h / Inert atmosphere

1.2: 0.5 h / Inert atmosphere; Molecular sieve

2.1: hydrogenchloride / water / 4 h / 110 °C / Sealed tube

With hydrogenchloride; triethylamine; In water; 1,2-dichloro-ethane;

DOI:10.1021/jo500237j

upstream raw materials:

1-phenylmethyl-4-piperidone

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

4-toluenesulfonyl azide

Downstream raw materials:

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

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

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

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