(3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine

Base Information

• Chemical Name: (3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine
• CAS No.: 388109-44-2
• Molecular Formula: C₁₇H₂₅FN₂O₂S
• Molecular Weight: 340.462
• Mol file: 388109-44-2.mol

Synonyms:(3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine

Chemical Property of (3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine

There total 8 articles about (3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine 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: 61.0%

[(3R,4S)-4-amino-1,1-dioxo-tetrahydrothiophen-3-yl]-[(S)-3-(4-fluorobenzyl)-piperidin-1-yl]-methanone (388109-43-1) → (3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine (388109-44-2)

Guidance literature:

With ammonium hydroxide; sodium hydroxide; acetic acid; In tetrahydrofuran; methanol; water;

Reference yield:

C25H31FN2O3S (388109-42-0) → (3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine (388109-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd(OH)2/C / ethanol / 20 °C / 3102.97 Torr

2: BH₃ / tetrahydrofuran / 20 °C

With borane; hydrogen; palladium dihydroxide; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2007.03.065

Reference yield:

C15H21NO2S → (3S,4S)-4-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,1-dioxo-tetrahydro-thiophen-3-ylamine (388109-44-2)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 20 °C / Saponification

2: BOP; Et₃N / CH₂Cl₂ / 20 °C

3: 72 percent / Oxone; acetone / methanol; H₂O / 20 °C

4: H₂ / Pd(OH)2/C / ethanol / 20 °C / 3102.97 Torr

5: BH₃ / tetrahydrofuran / 20 °C

With Oxone; borane; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; acetone; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

DOI:10.1016/j.bmcl.2007.03.065

upstream raw materials:

[(3R,4S)-4-amino-1,1-dioxo-tetrahydrothiophen-3-yl]-[(S)-3-(4-fluorobenzyl)-piperidin-1-yl]-methanone

C₁₃H₁₇NO₂S

[(S)-3-(4-fluorobenzyl)-piperidin-1-yl]-[(3R,4S)-4-((R)-1-phenyl-ethylamino)-tetrahydrothiophen-3-yl]-methanone

C₂₅H₃₁FN₂O₃S