<2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester

Base Information

• Chemical Name: <2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester
• CAS No.: 134822-37-0
• Molecular Formula: C₂₅H₄₁NO₃Si
• Molecular Weight: 431.691
• Mol file: 134822-37-0.mol

Synonyms:<2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester

Chemical Property of <2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester

There total 11 articles about <2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester 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%

<2S-(2α,3β,4β)>-1-benzyl-2-(hydroxymethyl)-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester (134822-36-9) + tert-butyldimethylsilyl chloride (18162-48-6) → <2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester (134822-37-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1021/jo00049a040

Reference yield:

3-methyl-2-nitro-3-buten-1-ol (134916-27-1) → <2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester (134822-37-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / benzene / 24 h / Heating

2: 88 percent / ethanol / 15 h / Ambient temperature

3: ammonium formate, PPh₃ / Pd(PPh₃)4 / tetrahydrofuran / 48 h / Heating

4: 81 percent / Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

With dmap; ammonium formate; triethylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; benzene;

DOI:10.1021/jo00049a040

Reference yield:

(S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol (131110-78-6) → <2S-(2α,3β,4β)>-1-benzyl-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester (134822-37-0)

Guidance literature:

Multi-step reaction with 5 steps

2: aq. HCl / ethanol / 18 h / Ambient temperature

3: 88 percent / ethanol / 15 h / Ambient temperature

4: ammonium formate, PPh₃ / Pd(PPh₃)4 / tetrahydrofuran / 48 h / Heating

5: 81 percent / Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

With hydrogenchloride; dmap; ammonium formate; triethylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jo00049a040

upstream raw materials:

<2S-(2α,3β,4β)>-1-benzyl-2-(hydroxymethyl)-4-(1-methylethenyl)-3-pyrrolidineacetic acid ethyl ester

tert-butyldimethylsilyl chloride

3-methyl-2-nitro-3-buten-1-ol

(S)-3-benzyl-2,2-dimethyl-4-oxazolidinemethanol