((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone

Base Information

• Chemical Name: ((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone
• CAS No.: 115588-35-7
• Molecular Formula: C₁₅H₂₇NO₂
• Molecular Weight: 253.385
• Mol file: 115588-35-7.mol

Synonyms:((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone

Chemical Property of ((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone

There total 4 articles about ((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone 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%

(2'S,6S)-1,6-dimethyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene (102131-11-3) → ((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone (115588-35-7)

Guidance literature:

With (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; hydrogen; In dichloromethane; for 4h; under 760 Torr;

DOI:10.1021/jo00350a105

Reference yield:

(S)-2-methyl-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene (102069-92-1) → ((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone (115588-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) potassiun, tert-butyl alcohol, ammonia / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 1 h

2: hydrogen / 3>PF₆ / CH₂Cl₂ / 6 h / 20 °C

With ammonia; hydrogen; potassium; tert-butyl alcohol; (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; In dichloromethane;

DOI:10.1021/ja00231a038

Reference yield:

(S)-2-methyl-1-<<2'-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene (115512-57-7) → ((1S,2S)-1,2-Dimethyl-cyclohexyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone (115588-35-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / sodium hydride / tetrahydrofuran / 18 h / Heating

2: 1.) potassiun, tert-butyl alcohol, ammonia / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 1 h

3: hydrogen / 3>PF₆ / CH₂Cl₂ / 6 h / 20 °C

With ammonia; hydrogen; potassium; sodium hydride; tert-butyl alcohol; (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00231a038

upstream raw materials:

(2'S,6S)-1,6-dimethyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

(S)-2-methyl-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene

(S)-2-methyl-1-<<2'-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene

(S)-1-Pyrrolidin-2-yl-methanol

Downstream raw materials:

(1S,2S)-1,2-dimethyl-1-acetylcyclohexane