(R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate
• CAS No.: 1374242-00-8
• Molecular Formula: C₂₃H₂₉N₅O₄S
• Molecular Weight: 471.58
• Mol file: 1374242-00-8.mol

Synonyms:(R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate

Chemical Property of (R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate

There total 1 articles about (R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-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: 86.0%

tert-butyl (3R)3-aminopiperidine-1-carboxylate (188111-79-7) + 4-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine (479633-63-1) → (R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate (1374242-00-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h; Product distribution / selectivity;

Reference yield: 95.0%

(R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate (1374242-00-8) → (R)-N-(piperidine-3-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine (1374242-06-4)

Guidance literature:

With hydrogenchloride; water; In methanol; at 0 ℃;

Reference yield:

(R)-tert-butyl 3-((7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate (1374242-00-8) → (R)-2-(3,5-dichlorophenylamino)-1-(3-((2-hydroxyethyl)(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-yl)ethanone (1374239-10-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: hydrogenchloride; water / methanol / 0 °C

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C

4.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.5 h / 0 °C

4.2: 0 - 20 °C

5.1: sodium periodate / dichloromethane / 0 - 20 °C

6.1: sodium tetrahydroborate; methanol / 0 - 20 °C / Inert atmosphere

6.2: 0.25 h / Inert atmosphere; Cooling with ice

7.1: hydrogen / palladium 10% on activated carbon / ethanol / 2 h / 760.05 Torr / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0 - 20 °C

9.1: potassium carbonate; methanol / 2 h / 70 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; water; hydrogen; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

tert-butyl (3R)3-aminopiperidine-1-carboxylate

4-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine

Downstream raw materials:

(R)-2-((1-(2-(3,5-dichlorophenylamino)acetyl)piperidin-3-yl)(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)acetic acid

(3R)-tert-butyl 3-((2,3-dihydroxypropyl)(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate

(R)-tert-butyl 3-((2-oxoethyl)(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate

(R)-2-((1-(tert-butoxycarbonyl)piperidin-3-yl)(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)acetic acid