N-(Cyclopentyloxycarbonyloxy)succinimide

Base Information

• Chemical Name: N-(Cyclopentyloxycarbonyloxy)succinimide
• CAS No.: 128595-07-3
• Molecular Formula: C10H13NO5
• Molecular Weight: 227.217
• Hs Code.: 2925190090
• European Community (EC) Number: 603-287-6
• DSSTox Substance ID: DTXSID90579715
• Wikidata: Q72460507
• Mol file: 128595-07-3.mol

Synonyms:N-(Cyclopentyloxycarbonyloxy)succinimide;128595-07-3;cyclopentyl (2,5-dioxopyrrolidin-1-yl) carbonate;CYCLOPENTYL SUCCINIMIDYL CARBONATE;Carbonic acid, cyclopentyl 2,5-dioxo-1-pyrrolidinyl ester;N-(Cyclopentyloxy curbonyloxy) Succinimide;Cyclopentyl 2,5-dioxopyrrolidin-1-yl carbonate;CP-OSU [N-(Cyclopentyloxy curbonyloxy)succinimide];SCHEMBL561595;DTXSID90579715;AMY39313;Cyclopentyl N-Succinimidyl Carbonate;MFCD04038113;AKOS015855289;CS-W014201;AS-14817;C2695;C93415;N-(Cyclopentyloxycarbonyl)succinimide (CP-OSu);A805849;CP-OSu?N-(Cyclopentyloxy curbonyloxy) Succinimide;CP-OSU [N-(Cyclopentyloxy carbonyloxy)succinimide];J-523160;1-{[(Cyclopentyloxy)carbonyl]oxy}pyrrolidine-2,5-dione

Chemical Property of N-(Cyclopentyloxycarbonyloxy)succinimide

Chemical Property:

• Vapor Pressure: 0.000326mmHg at 25°C
• Melting Point: 78.0 to 82.0 °C
• Refractive Index: 1.532
• Boiling Point: 320 °C at 760 mmHg
• Flash Point: 147.4 °C
• PSA: 72.91000
• Density: 1.35 g/cm³
• LogP: 1.08410
• Storage Temp.: 0-10°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 227.07937252
• Heavy Atom Count: 16
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

N-(Cyclopentyloxycarbonyloxy)succinimide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)OC(=O)ON2C(=O)CCC2=O

Technology Process of N-(Cyclopentyloxycarbonyloxy)succinimide

There total 1 articles about N-(Cyclopentyloxycarbonyloxy)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: 54.0%

di(succinimido) carbonate (74124-79-1) + Cyclopentanol (96-41-3) → carbonic acid cyclopentyl ester 2,5-dioxopyrrolidin-1-yl ester (128595-07-3)

Guidance literature:

With dmap; In dichloromethane; acetonitrile; for 6h; Ambient temperature;

DOI:10.1248/cpb.38.110

Reference yield: 96.0%

C33H37BrF2N3O11PS + carbonic acid cyclopentyl ester 2,5-dioxopyrrolidin-1-yl ester (128595-07-3) → C38H45BrF2N3O11PS (1001096-38-3)

Guidance literature:

C₃₃H₃₇BrF₂N₃O₁₁PS; carbonic acid cyclopentyl ester 2,5-dioxopyrrolidin-1-yl ester; With triethylamine; In tetrahydrofuran; water; at 20 ℃; for 4h;

With hydrogenchloride; In tetrahydrofuran; water; Acidic aqueous solution;

Reference yield: 79.0%

L-tert-Leucine (20859-02-3) + carbonic acid cyclopentyl ester 2,5-dioxopyrrolidin-1-yl ester (128595-07-3) → N-[(cyclopentyloxy)carbonyl]-L-tert-leucine (572924-00-6)

Guidance literature:

L-tert-Leucine; carbonic acid cyclopentyl ester 2,5-dioxopyrrolidin-1-yl ester; With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 4h;

With hydrogenchloride; In water; pH=2;

upstream raw materials:

di(succinimido) carbonate

Cyclopentanol

Downstream raw materials:

[(1S,2S,4R)-1-Benzyl-2-hydroxy-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-5-phenyl-pentyl]-carbamic acid cyclopentyl ester

C₃₈H₄₅BrF₂N₃O₁₁PS

N-[(cyclopentyloxy)carbonyl]-L-tert-leucine

cyclopentyl-3-((3-(4-(methylsulfonamido)phenyl)-4-oxo-4H-chromen-7-yl)ethynyl)azetidine-1-carboxylate

Refernces

• 1、 Sawayama,Tsukamoto,Sasagawa,Nishimura,Deguchi,Takeyama,Hosoki. "Angiotensin-converting enzyme inhibitors: Synthesis and biological activity of N-substituted tripeptide inhibitors". . p. 110 - 115. Retrieved 2007/10/02.