[2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine

Base Information

• Chemical Name: [2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine
• CAS No.: 857040-83-6
• Molecular Formula: C₂₅H₂₉ClN₂O₃Si
• Molecular Weight: 469.055

Synonyms:[2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine

Chemical Property of [2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine

Chemical Property:

Purity/Quality:

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Technology Process of [2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine

There total 4 articles about [2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine 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:

2-(2-chloro-3-nitro-benzylamino)ethanol (857040-81-4) + tert-butylchlorodiphenylsilane (58479-61-1) → [2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine (857040-83-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1021/jm0491492

Reference yield:

(2-chloro-3-nitrophenyl)methanol (89639-98-5) → [2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine (857040-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - -30 °C

2: NaCNBH₃; HOAc / methanol / 3 h / Heating

3: 2.46 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 5 h / 20 °C

With oxalyl dichloride; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; dichloromethane; acetonitrile; 1: Swern oxidation;

DOI:10.1021/jm0491492

Reference yield:

2-chloro-3-nitrobenzaldehyde (58755-57-0) → [2-(tert-butyldiphenylsilanyloxy)ethyl]-(2-chloro-3-nitrobenzyl)amine (857040-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaCNBH₃; HOAc / methanol / 3 h / Heating

2: 2.46 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 5 h / 20 °C

With sodium cyanoborohydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; acetonitrile;

DOI:10.1021/jm0491492

upstream raw materials:

2-(2-chloro-3-nitro-benzylamino)ethanol

tert-butylchlorodiphenylsilane

(2-chloro-3-nitrophenyl)methanol

2-chloro-3-nitrobenzaldehyde

Downstream raw materials:

[2-(4-tert-butoxy-benzyl)-9-nitro-3-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl]-acetaldehyde

(2S)-2-(4-tert-butoxybenzyl)-4-[2-hydroxyethyl]-9-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

[(2S)-2-(tert-butoxybenzyl)-9-nitro-3-oxo-1,2,3,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

(2S)-2-(4-tert-butoxybenzyl)-4-[2-(tert-butyldiphenylsilanyloxy)ethyl]-9-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

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