(S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone

Base Information

• Chemical Name: (S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone
• CAS No.: 1334441-30-3
• Molecular Formula: C₁₉H₃₁NO₂Si
• Molecular Weight: 333.546
• Mol file: 1334441-30-3.mol

Synonyms:(S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone

Chemical Property of (S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone

There total 1 articles about (S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)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: 95.0%

t-butyldimethylsiyl triflate (69739-34-0) + (S)-2-methyl-1-<<2'-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene (115512-57-7) → (S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone (1334441-30-3)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201103450

Reference yield: 87.0%

(S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone (1334441-30-3) + methyl iodide (74-88-4) → ((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone (1334441-33-6)

Guidance literature:

(S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone; With ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; at -78 ℃; for 0.666667h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 1.08333h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201103450

Reference yield: 67.0%

(S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone (1334441-30-3) + benzyl bromide (100-39-0) → ((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)methanone (1334441-36-9)

Guidance literature:

(S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone; With ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; at -78 ℃; for 0.666667h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; at -78 ℃; for 1.08333h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201103450

upstream raw materials:

t-butyldimethylsiyl triflate

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

Downstream raw materials:

((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)methanone

((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone