N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine
• CAS No.: 622367-96-8
• Molecular Formula: C₂₃H₃₃NO₈S₃
• Molecular Weight: 547.715
• Mol file: 622367-96-8.mol

Synonyms:N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine

Chemical Property of N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine

There total 3 articles about N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine 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%

N-(tert-butoxycarbonyl)-S-[3,5-bis({[2-(ethoxycarbonyl)ethyl]sulfanyl}methyl)benzyl]-L-cysteine ethyl ester (622367-95-7) → N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine (622367-96-8)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 2h;

DOI:10.1002/anie.200502370

Reference yield:

1,3,5-Tris(bromomethyl)benzene (18226-42-1) → N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine (622367-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / 20 °C

2: 81 percent / NaOH / ethanol / 2 h / 20 °C

With sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; toluene;

DOI:10.1002/anie.200502370

Reference yield:

N-Boc-L-cysteine ethyl ester (118143-52-5) → N-(tert-butoxycarbonyl)-S-(3,5-bis{[(2-carboxyethyl)sulfanyl]methyl}benzyl)-L-cysteine (622367-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / 20 °C

2: 81 percent / NaOH / ethanol / 2 h / 20 °C

With sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; toluene;

DOI:10.1002/anie.200502370

upstream raw materials:

N-(tert-butoxycarbonyl)-S-[3,5-bis({[2-(ethoxycarbonyl)ethyl]sulfanyl}methyl)benzyl]-L-cysteine ethyl ester

1,3,5-Tris(bromomethyl)benzene

N-Boc-L-cysteine ethyl ester