2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:259874-85-6
Molecular Formula:C₁₉H₃₁NO₂Si
Molecular Weight:333.546
Hs Code.:

2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 8 articles about 2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic 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: 90.0%

: 259874-69-6
t-butoxy N-((Z)-5-benzyldimethylsilyl-4-pentenyl)carbamate

: 259874-85-6
2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With titanium tetrachloride; In chloroform; at 20 ℃; for 24h;
DOI:10.1021/ol991341o

Reference yield:

: 259874-44-7
5-(benzyldimethylsilyl)-1-(tetrahydropyran-2′-yloxy)pent-4-yne

: 259874-85-6
2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / DIBALH / diethyl ether; hexane / 40 h / 20 °C

2: 92 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3: 99 percent / NH₂OH*HCl; Na₂CO₃ / H₂O / 1 h / 20 °C

4: 84 percent / LAH / diethyl ether; diisopropyl ether / 24 h / 55 °C

5: Et₃N / CH₂Cl₂

6: 90 percent / TiCl₄ / CHCl₃ / 24 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; hydroxylamine hydrochloride; titanium tetrachloride; diisobutylaluminium hydride; sodium carbonate; dimethyl sulfoxide; triethylamine; In diethyl ether; hexane; dichloromethane; chloroform; di-isopropyl ether; water; 1: Reduction / 2: Oxidation / 3: Substitution / 4: Reduction / 5: Acylation / 6: Cyclization;
DOI:10.1021/ol991341o

Reference yield:

: 259874-48-1
(Z)-5-benzyldimethylsilyl-4-pentenal

: 259874-85-6
2-[(benzyl-dimethyl-silanyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / NH₂OH*HCl; Na₂CO₃ / H₂O / 1 h / 20 °C

2: 84 percent / LAH / diethyl ether; diisopropyl ether / 24 h / 55 °C

3: Et₃N / CH₂Cl₂

4: 90 percent / TiCl₄ / CHCl₃ / 24 h / 20 °C

With lithium aluminium tetrahydride; hydroxylamine hydrochloride; titanium tetrachloride; sodium carbonate; triethylamine; In diethyl ether; dichloromethane; chloroform; di-isopropyl ether; water; 1: Substitution / 2: Reduction / 3: Acylation / 4: Cyclization;
DOI:10.1021/ol991341o