8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane

Base Information

• Chemical Name: 8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane
• CAS No.: 125130-50-9
• Molecular Formula: C₂₀H₂₆Cl₂N₂OS₂
• Molecular Weight: 445.477
• Mol file: 125130-50-9.mol

Synonyms:8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane

Chemical Property of 8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane

There total 9 articles about 8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane 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: 51.0%

1-<(3,4-dichlorophenyl)acetyl>-4-oxo-2-(1-pyrrolidinylmethyl)piperidine (125104-48-5) + ethane-1,2-dithiol (540-63-6) → 8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane (125130-50-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 18h; Ambient temperature;

DOI:10.1021/jm00081a009

Reference yield:

ethandithiol (69382-62-3) + 1-<(3,4-dichlorophenyl)acetyl>-4-oxo-2-(1-pyrrolidinylmethyl)piperidine hydrochloride (125104-47-4) → 8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane (125130-50-9)

Guidance literature:

With sodium hydroxide; trifluoroborane diethyl ether; In dichloromethane;

Reference yield:

(±)-methyl 1-benzyloxycarbonyl-4-oxopiperidine-2-carboxylate (125104-19-0) → 8-<(3,4-dichlorophenyl)acetyl>-7-(1-pyrrolidinylmethyl)-1,4-dithia-8-azaspiro<4.5>decane (125130-50-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 99 percent / PTSA, 4 Angstroem molecular sieves / benzene / 4 h / Heating

2: 91 percent / H₂ / 10percent Pd/C / ethyl acetate / 4 h

3: 79 percent / 2 h / 150 °C

4: 43 percent / LiAlH₄ / tetrahydrofuran / 19 h / Heating

5: 1.) 1,1'-carbonyldiimidazole / 1.) acetonitrile, RT, 1 h, 2.) acetonitrile, RT, 4 h

6: 67 percent / aq. H₂SO₄ / acetone / 40 h / Heating

7: 51 percent / BF₃*Et₂O / CH₂Cl₂ / 18 h / Ambient temperature

With lithium aluminium tetrahydride; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone; benzene;

DOI:10.1021/jm00081a009

upstream raw materials:

1-<(3,4-dichlorophenyl)acetyl>-4-oxo-2-(1-pyrrolidinylmethyl)piperidine

ethane-1,2-dithiol

7-(1-pyrrolidinylmethyl)-8-aza-1,4-dioxaspiro<4.5>decane

methyl 1,4-dioxa-8-azaspiro<4.5>decane-7-carboxylate