N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid

Base Information

• Chemical Name: N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid
• CAS No.: 171080-60-7
• Molecular Formula: C₂₅H₃₂N₂O₂S
• Molecular Weight: 424.607
• Mol file: 171080-60-7.mol

Synonyms:N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid

Chemical Property of N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid

There total 5 articles about N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid 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: 92.0%

thiobenzoic acid (98-91-9) + (S)-1-<(R)-2-Benzyl-2-methyl-2H-azirin-3-yl>-2-(1-methoxy-1-methylethyl)pyrrolidin (171080-59-4) → N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid (171080-60-7)

Guidance literature:

In diethyl ether; at 0 ℃; for 5h;

DOI:10.1002/1522-2675(200207)85:7<2073::AID-HLCA2073>3.0.CO;2-1

Reference yield:

(S)-(-)-2-(1-methoxy-1-methylethyl)-pyrrolidine (118971-00-9,160142-25-6) → N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid (171080-60-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 92 percent / Et₃N / ethyl acetate / 0.5 h / 5 °C

2.1: 75 percent / LDA; LiClO₄ / tetrahydrofuran / -78 - 20 °C

3.1: 94 percent / Lawesson reagent / toluene / Heating

4.1: COCl₄ / dimethylformamide; CH₂Cl₂; toluene / 1 h / 0 °C

4.2: DABCO / tetrahydrofuran / 0.33 h / 0 °C

4.3: 20 percent / NaN₃ / 20 °C

5.1: 92 percent / diethyl ether / 5 h / 0 °C

With Lawessons reagent; lithium perchlorate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1002/1522-2675(200207)85:7<2073::AID-HLCA2073>3.0.CO;2-1

Reference yield:

(RS,SS)-2-Methyl-3-phenyl-1-<2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>propan-1-on (484689-80-7) → N-<(R)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid (171080-60-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 94 percent / Lawesson reagent / toluene / Heating

2.1: COCl₄ / dimethylformamide; CH₂Cl₂; toluene / 1 h / 0 °C

2.2: DABCO / tetrahydrofuran / 0.33 h / 0 °C

2.3: 20 percent / NaN₃ / 20 °C

3.1: 92 percent / diethyl ether / 5 h / 0 °C

With Lawessons reagent; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/1522-2675(200207)85:7<2073::AID-HLCA2073>3.0.CO;2-1

upstream raw materials:

thiobenzoic acid

(S)-1-<(R)-2-Benzyl-2-methyl-2H-azirin-3-yl>-2-(1-methoxy-1-methylethyl)pyrrolidin

(S)-(-)-2-(1-methoxy-1-methylethyl)-pyrrolidine

(RS,SS)-2-Methyl-3-phenyl-1-<2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>propan-1-on

Downstream raw materials:

(R)-4-benzyl-4-methyl-2-phenyl-1,3-thiazole-5(4H)-thione