(S)-tert-butyl 3-(3-aMino-5-(3-fluorophenyl)thiophene-2-carboxaMido)piperidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 3-(3-aMino-5-(3-fluorophenyl)thiophene-2-carboxaMido)piperidine-1-carboxylate
• CAS No.: 1192875-04-9
• Molecular Formula: C21H27FN3O3S
• Molecular Weight: 419.52
• Mol file: 1192875-04-9.mol

Synonyms:(S)-tert-butyl 3-(3-aMino-5-(3-fluorophenyl)thiophene-2-carboxaMido)piperidine-1-carboxylate

Chemical Property of (S)-tert-butyl 3-(3-aMino-5-(3-fluorophenyl)thiophene-2-carboxaMido)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 598.8±50.0 °C(Predicted)
• PKA: 9.84±0.20(Predicted)
• PSA: 112.90000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 5.17570

Purity/Quality:

99%, ^*data from raw suppliers

(S)-tert-Butyl3-(3-amino-5-(3-fluorophenyl)thiophene-2-carboxamido)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-tert-butyl 3-(3-aMino-5-(3-fluorophenyl)thiophene-2-carboxaMido)piperidine-1-carboxylate

There total 4 articles about (S)-tert-butyl 3-(3-aMino-5-(3-fluorophenyl)thiophene-2-carboxaMido)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:

tert-butyl (3S)-3-aminopiperidine-1-carboxylate (625471-18-3) → (S)-3-{[3'-amino-5'-(3''-fluorophenyl)thiophene-2'-carbonyl]amino}piperidine-1-carboxylic acid tert-butyl ester (1192875-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 2-methyltetrahydrofuran / 2.5 h / 21 - 25 °C

2: 2-methyltetrahydrofuran; water / 19 - 26 °C

3: sodium methylate / methanol / 1.83 h / 21 - 24 °C

With pyridine; sodium methylate; In 2-methyltetrahydrofuran; methanol; water;

DOI:10.1021/acs.oprd.6b00364

Reference yield:

(Z)-3-chloro-3-(3'-fluorophenyl)acrylonitrile (1192875-03-8) + C14H24N2O4S → (S)-3-{[3'-amino-5'-(3''-fluorophenyl)thiophene-2'-carbonyl]amino}piperidine-1-carboxylic acid tert-butyl ester (1192875-04-9)

Guidance literature:

With sodium methylate; In 2-methyltetrahydrofuran; at 20 - 25 ℃;

Reference yield:

1-(3-fluorophenyl)ethanone (455-36-7) → (S)-3-{[3'-amino-5'-(3''-fluorophenyl)thiophene-2'-carbonyl]amino}piperidine-1-carboxylic acid tert-butyl ester (1192875-04-9)

Guidance literature:

Multi-step reaction with 4 steps

1: trichlorophosphate / 1 h / 39 - 41 °C

2: hydroxylamine hydrochloride / N,N-dimethyl-formamide / 0.25 h / 39 - 45 °C

3: water / 5 - 20 °C

4: sodium methylate / methanol / 1.83 h / 21 - 24 °C

With hydroxylamine hydrochloride; water; sodium methylate; trichlorophosphate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/acs.oprd.6b00364

upstream raw materials:

(Z)-3-chloro-3-(3'-fluorophenyl)acrylonitrile

1-(3-fluorophenyl)ethanone

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

Downstream raw materials:

tert-butyl (3S)-3-({[5-(3-fluorophenyl)-3-{[(trichloroacetyl)carbamoyl]amino}thiophen-2-yl]carbonyl}amino)piperidine-1-carboxylate

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