9H-Fluoren-9-ylmethyl N-(prop-2-en-1-yl)carbamate

Base Information

• Chemical Name: 9H-Fluoren-9-ylmethyl N-(prop-2-en-1-yl)carbamate
• CAS No.: 856438-23-8
• Molecular Formula: C18H17NO2
• Molecular Weight: 279.338
• Hs Code.: 2924299090
• Mol file: 856438-23-8.mol

Synonyms:N-(9-fluorenylmethoxycarbonyl)allylamine;(9H-fluoren-9-yl)methyl allylcarbamate;Fmoc-PEG-SU;N-(9-fluorenylmethoxycarbonyl)-4-{2-[2-(2-aminoethoxyl)ethoxy]ethylamino}-4-oxo-butanoic acid;N-(Fmoc-8-amino-3,6-dioxa-octyl)succinamic acid;N-Fmoc-2,2'-ethylenedioxy-bis(ethylamine)monosuccinamide;

Chemical Property of 9H-Fluoren-9-ylmethyl N-(prop-2-en-1-yl)carbamate

Chemical Property:

• PSA: 38.33000
• LogP: 4.10200

Purity/Quality:

Allylamine, N-Fmoc protected ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9H-Fluoren-9-ylmethyl N-(prop-2-en-1-yl)carbamate

There total 2 articles about 9H-Fluoren-9-ylmethyl N-(prop-2-en-1-yl)carbamate 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: 96.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 1-amino-2-propene (107-11-9,30551-89-4) → (9H-fluoren-9-yl)methyl allylcarbamate (856438-23-8)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; at 0 - 20 ℃; for 23h; Inert atmosphere;

DOI:10.1021/ol202306d

Reference yield: 85.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 1-amino-2-propene (107-11-9,30551-89-4) → (9H-fluoren-9-yl)methyl allylcarbamate (856438-23-8)

Guidance literature:

With 1-butyl-3-methylimidazolium Tetrafluoroborate; In neat (no solvent); at 25 ℃; for 0.133333h;

DOI:10.1039/c5ra12121c

Reference yield: 80.0%

(9H-fluoren-9-yl)methyl allylcarbamate (856438-23-8) → (9H-fluoren-9-yl)methyl(2-oxoethyl)carbamate (156939-62-7)

Guidance literature:

(9H-fluoren-9-yl)methyl allylcarbamate; With ozone; In methanol; dichloromethane; at -78 ℃; for 0.0833333h; Inert atmosphere;

With dimethylsulfide; In methanol; dichloromethane; at -78 - 22 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ja500373s

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

1-amino-2-propene

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Downstream raw materials:

(9H-fluoren-9-yl)methyl (2-((diphenylphosphoryl)amino)-2-tosylethyl)carbamate

(9H-fluoren-9-yl)methyl (R)-(2-((diphenylphosphoryl)amino)-3-(trimethylsilyl)penta-3,4-dien-1-yl)carbamate

(9H-fluoren-9-yl)methyl(2-oxoethyl)carbamate

Refernces

• 1、 Di Gioia,Gagliardi,Leggio,Leotta,Romio,Liguori. "N-Urethane protection of amines and amino acids in an ionic liquid". . p. 63407 - 63420. Retrieved 2015/08/11.
• 2、 Eto, Kohei,Yoshino, Madoka,Takahashi, Keisuke,Ishihara, Jun,Hatakeyama, Susumi. "Total synthesis of Oxazolomycin a". supporting information; experimental part. p. 5398 - 5401. Retrieved 2011/12/04.