(E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester

Base Information

• Chemical Name: (E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester
• CAS No.: 406683-60-1
• Molecular Formula: C₄₅H₅₆N₂O₁₃
• Molecular Weight: 832.945
• Mol file: 406683-60-1.mol

Synonyms:(E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester

Chemical Property of (E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester

There total 4 articles about (E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl 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: 92.0%

2-((((9H-fluoren-9-yl)methoxy)carbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)acetic acid (141743-15-9) + (E)-17-bromo-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester (186021-07-8) → (E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester (406683-60-1)

Guidance literature:

With tetrabutylammomium bromide; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1002/(SICI)1521-3773(19990802)38:15<2203::AID-ANIE2203>3.0.CO;2-2

Reference yield:

9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) → (E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester (406683-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 114 mg / acetic acid / aq. ethanol / pH 8

2: 92 percent / Bu₄NBr; aq. NaHCO₃ / CH₂Cl₂ / 14 h

With tetrabutylammomium bromide; sodium hydrogencarbonate; acetic acid; In ethanol; dichloromethane;

DOI:10.1002/1521-3765(20010917)7:18<3911::AID-CHEM3911>3.0.CO;2-1

Reference yield:

N-(2-tert-butoxycarbonylaminoethyl)aminoacetic acid (90495-99-1) → (E)-17-[N-[2-(tert-Butyloxycarbonylamino)ethyl]-N-fluorenylmethyloxycarbonylglycinyloxy]-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester (406683-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 114 mg / acetic acid / aq. ethanol / pH 8

2: 92 percent / Bu₄NBr; aq. NaHCO₃ / CH₂Cl₂ / 14 h

With tetrabutylammomium bromide; sodium hydrogencarbonate; acetic acid; In ethanol; dichloromethane;

DOI:10.1002/1521-3765(20010917)7:18<3911::AID-CHEM3911>3.0.CO;2-1

upstream raw materials:

2-((((9H-fluoren-9-yl)methoxy)carbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)acetic acid

(E)-17-bromo-4,7,10,13-tetraoxa-15-heptadecenoic acid phenacyl ester

9-fluorenylmethyl N-succinimidyl carbonate

N-(2-tert-butoxycarbonylaminoethyl)aminoacetic acid

Downstream raw materials:

Boc-PNA(G^Z)-OH