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

Base Information

• Chemical Name: (S)-2-<3-<(tert-butyldimethylsilyl)oxy>propyl>-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene
• CAS No.: 134389-26-7
• Molecular Formula: C₂₂H₃₇NO₃Si
• Molecular Weight: 391.626
• Mol file: 134389-26-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about (S)-2-<3-<(tert-butyldimethylsilyl)oxy>propyl>-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene 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: 81.0%

(S)-2-(3-hydroxypropyl)-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene (134389-27-8) + tert-butyldimethylsilyl chloride (18162-48-6) → (S)-2-<3-<(tert-butyldimethylsilyl)oxy>propyl>-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene (134389-26-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 12h;

DOI:10.1021/ja00013a032

Reference yield:

(2S)-2-(methoxymethyl)-1-pyrrolidine (63126-47-6) → (S)-2-<3-<(tert-butyldimethylsilyl)oxy>propyl>-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene (134389-26-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) KOH, 2.) triethylamine / 2.) water, RT, 6 h, 2.) CH₂Cl₂, RT, 7 h

2: 1.) sec-BuLi / 1.) THF, cyclohexane, -78 deg C, 45 min, 2.) THF, cyclohexane, RT, 8 h

3: 1.) O₃, 2.) sodium borohydride / 1.) methanol, CH₂Cl₂, -78 deg C, 2.) methanol, CH₂Cl₂, RT, overnight

4: 81 percent / imidazole / dimethylformamide / 12 h

With 1H-imidazole; potassium hydroxide; sodium tetrahydroborate; sec.-butyllithium; ozone; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/ja00013a032

Reference yield:

(S)-2-methyl-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene (102069-92-1) → (S)-2-<3-<(tert-butyldimethylsilyl)oxy>propyl>-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene (134389-26-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sec-BuLi / 1.) THF, cyclohexane, -78 deg C, 45 min, 2.) THF, cyclohexane, RT, 8 h

2: 1.) O₃, 2.) sodium borohydride / 1.) methanol, CH₂Cl₂, -78 deg C, 2.) methanol, CH₂Cl₂, RT, overnight

3: 81 percent / imidazole / dimethylformamide / 12 h

With 1H-imidazole; sodium tetrahydroborate; sec.-butyllithium; ozone; In N,N-dimethyl-formamide;

DOI:10.1021/ja00013a032

upstream raw materials:

(S)-2-(3-hydroxypropyl)-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>benzene

tert-butyldimethylsilyl chloride

(2S)-2-(methoxymethyl)-1-pyrrolidine

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

Downstream raw materials:

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