[2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 444616-16-4
• Molecular Formula: C₂₈H₄₀N₂O₄Si
• Molecular Weight: 496.722
• Mol file: 444616-16-4.mol

Synonyms:[2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester

There total 6 articles about [2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl 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: 60.0%

5-tert-butoxycarbonylamino-6-(tert-butyl-diphenyl-silanyloxy)-3-nitromethyl-hexanoic acid methyl ester (444616-15-3) → [2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester (444616-16-4)

Guidance literature:

5-tert-butoxycarbonylamino-6-(tert-butyl-diphenyl-silanyloxy)-3-nitromethyl-hexanoic acid methyl ester; With hydrogen; palladium on activated charcoal; In methanol;

With pyridine; In toluene; at 110 ℃;

DOI:10.1016/S0040-4039(02)00183-1

Reference yield:

tert-butyl (2S)-2-(hydroxymethyl)piperidine-1-carboxylate (134441-93-3) → [2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester (444616-16-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: DMAP / CH₂Cl₂

1.2: 80 percent / RuO₂*H₂O; NaIO₄ / H₂O; ethyl acetate

2.1: LiHMDS; PhSeBr / tetrahydrofuran

2.2: 75 percent / H₂O₂ / pyridine; CH₂Cl₂

3.1: 50 percent Turnov_. / DBU

4.1: 95 percent / tetrahydrofuran

5.1: H₂ / Pd-C / methanol

5.2: 60 percent / pyridine / toluene / 110 °C

With dmap; Phenylselenyl bromide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0040-4039(02)00183-1

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → [2-(tert-butyl-diphenyl-silanyloxy)-1-(5-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester (444616-16-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: DMAP / CH₂Cl₂

1.2: 80 percent / RuO₂*H₂O; NaIO₄ / H₂O; ethyl acetate

2.1: LiHMDS; PhSeBr / tetrahydrofuran

2.2: 75 percent / H₂O₂ / pyridine; CH₂Cl₂

3.1: 50 percent Turnov_. / DBU

4.1: 95 percent / tetrahydrofuran

5.1: H₂ / Pd-C / methanol

5.2: 60 percent / pyridine / toluene / 110 °C

With dmap; Phenylselenyl bromide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0040-4039(02)00183-1

upstream raw materials:

5-tert-butoxycarbonylamino-6-(tert-butyl-diphenyl-silanyloxy)-3-nitromethyl-hexanoic acid methyl ester

tert-butyl (2S)-2-(hydroxymethyl)piperidine-1-carboxylate

tert-butylchlorodiphenylsilane

2-(tert-butyl-diphenylsilanyloxymethyl)-6-oxo-piperidine-1-carboxylic acid tert-butyl ester