(2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

Base Information

• Chemical Name: (2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene
• CAS No.: 134389-36-9
• Molecular Formula: C₂₃H₄₁NO₃Si
• Molecular Weight: 407.669
• Mol file: 134389-36-9.mol

Synonyms:(2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

Chemical Property of (2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

There total 1 articles about (2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene 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:

(S)-2-<3-<(tert-butyldimethylsilyl)oxy>propyl>-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene (134389-26-7) + methyl iodide (74-88-4) → (2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene (134389-36-9)

Guidance literature:

With ammonia; Yield given. Multistep reaction; 1.) THF, t-BuOH, -33 deg C, 2.) THF, t-BuOH, -78 deg C, 1 h;

DOI:10.1021/ja00013a032

Reference yield: 94.0%

(2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene (134389-36-9) → [(S)-2-(3-Hydroxy-propyl)-1-methyl-cyclohexa-2,5-dienyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone (134389-37-0)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 0.5h;

DOI:10.1021/ja00013a032

Reference yield:

(2'S,6S)-1-<3-<(tert-butyldimethylsilyl)oxy>propyl>-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene (134389-36-9) → (2'S,6S)-1-(3-methyoxypropyl)-6-methyl-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 48percent aq. HF / acetonitrile / 0.5 h

2: 1.) NaH / 1.) THF, 5 min, 2.) THF, Rt, overnight

With hydrogen fluoride; sodium hydride; In acetonitrile;

DOI:10.1021/ja00013a032

upstream raw materials:

(S)-2-<3-<(tert-butyldimethylsilyl)oxy>propyl>-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene

methyl iodide

Downstream raw materials:

[(S)-2-(3-Hydroxy-propyl)-1-methyl-cyclohexa-2,5-dienyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone