N-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl) benzyloxycarbonyloxy]succinimide

Base Information

• Chemical Name: N-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl) benzyloxycarbonyloxy]succinimide
• CAS No.: 556050-49-8
• Molecular Formula: C22H14F17NO5
• Molecular Weight: 695.33
• European Community (EC) Number: 622-942-7
• DSSTox Substance ID: DTXSID40454503
• Nikkaji Number: J1.917.688F
• Wikidata: Q82276062
• Mol file: 556050-49-8.mol

Synonyms:556050-49-8;N-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl) benzyloxycarbonyloxy]succinimide;1-[4-((Perfluorooctyl)ethyl)phenylmethoxycarbonyloxy]pyrrolidine-2,5-dione;(2,5-dioxopyrrolidin-1-yl) [4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl]methyl carbonate;2,5-Dioxopyrrolidin-1-yl (4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl) carbonate;SCHEMBL3958775;DTXSID40454503;N-[4-(3 3 4 4 5 5 6 6 7 7 8 8 9 9 10 10;Carbonic acid (2,5-dioxopyrrolizino)4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl ester;N-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl) benzyloxycarbonyloxy]succinimide, >=97.0% (NMR)

Chemical Property of N-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl) benzyloxycarbonyloxy]succinimide

Chemical Property:

• Vapor Pressure: 7.06E-09mmHg at 25°C
• Refractive Index: 1.423
• Boiling Point: 466.5°C at 760 mmHg
• Flash Point: 235.9°C
• PSA: 72.91000
• Density: 1.59g/cm³
• LogP: 7.28370
• Storage Temp.: −20°C
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 14
• Exact Mass: 695.0600513
• Heavy Atom Count: 45
• Complexity: 1100

Purity/Quality:

N-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl) benzyloxycarbonyloxy]succinimide ≥97.0%(NMR) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)OCC2=CC=C(C=C2)CCC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F

Technology Process of N-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl) benzyloxycarbonyloxy]succinimide

There total 2 articles about N-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl) benzyloxycarbonyloxy]succinimide 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: 82.0%

dicyclohexylamine salt of N-hydroxysuccinimide (82911-72-6) + 4-(1H,1H,2H,2H-perfluorodecyl)benzyl chloroformate (495388-41-5) → carbonic acid 2,5-dioxopyrrolidin-1-yl ester 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl ester (556050-49-8)

Guidance literature:

In chloroform; for 0.0833333 - 0.166667h;

Reference yield: 80.0%

phosgene (75-44-5) + dicyclohexylamine salt of N-hydroxysuccinimide (82911-72-6) + (4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl)methanol (356055-77-1) → carbonic acid 2,5-dioxopyrrolidin-1-yl ester 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl ester (556050-49-8)

Guidance literature:

phosgene; (4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl)methanol; In tetrahydrofuran; toluene; at 20 ℃; for 18h;

dicyclohexylamine salt of N-hydroxysuccinimide; In chloroform; at 20 ℃; for 3h;

DOI:10.1021/jo0344283

Reference yield: 86.0%

5-hydroxypentylamine (2508-29-4) + carbonic acid 2,5-dioxopyrrolidin-1-yl ester 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyl ester (556050-49-8) → N-(1H,1H,2H,2H-perfluorodecyl)-benzyloxycarbonyl-5-aminopentanol (1418000-63-1)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol303270v

upstream raw materials:

phosgene

dicyclohexylamine salt of N-hydroxysuccinimide

(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl)methanol

4-(1H,1H,2H,2H-perfluorodecyl)benzyl chloroformate

Downstream raw materials:

(S)-3-phenyl-2-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzyloxycarbonylamino]propionic acid