N-(1,2,2,2-TETRACHLOROETHOXYCARBONYLOXY)SUCCINIMIDE

Base Information

• Chemical Name: N-(1,2,2,2-TETRACHLOROETHOXYCARBONYLOXY)SUCCINIMIDE
• CAS No.: 107960-02-1
• Molecular Formula: C7H5 Cl4 N O5
• Molecular Weight: 324.932
• Hs Code.: 2925190090
• Mol file: 107960-02-1.mol

Synonyms:2,5-Pyrrolidinedione,1-[[(1,2,2,2-tetrachloroethoxy)carbonyl]oxy]- (9CI)

Chemical Property of N-(1,2,2,2-TETRACHLOROETHOXYCARBONYLOXY)SUCCINIMIDE

Chemical Property:

• Melting Point: 110 °C
• Refractive Index: 1.561
• PSA: 72.91000
• LogP: 2.07660

Purity/Quality:

98%Min ^*data from raw suppliers

N-(1,2,2,2-TETRACHLOROETHOXYCARBONYLOXY)SUCCINIMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(1,2,2,2-TETRACHLOROETHOXYCARBONYLOXY)SUCCINIMIDE

There total 2 articles about N-(1,2,2,2-TETRACHLOROETHOXYCARBONYLOXY)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: 83.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 1,2,2,2-tetrachloroethyl chloroformate (98015-53-3) → 1,2,2,2-tetrachloroethyl-(N-succinimidyl)carbonate (107960-02-1)

Guidance literature:

With pyridine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jo00388a005

Reference yield: 40.0%

2,5-dioxopyrrolidin-1-yl carbonochloridate (15149-73-2) + chloral (75-87-6) → 1,2,2,2-tetrachloroethyl-(N-succinimidyl)carbonate (107960-02-1)

Guidance literature:

pyridine; In 1,2-dichloro-ethane; at 80 ℃; for 1h;

DOI:10.1055/s-1988-27597

Reference yield: 97.0%

1,2,2,2-tetrachloroethyl-(N-succinimidyl)carbonate (107960-02-1) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → Z-proline N-hydroxysuccinimide ester (3397-33-9)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; acetonitrile; Ambient temperature;

DOI:10.1021/jo00388a005

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

1,2,2,2-tetrachloroethyl chloroformate

2,5-dioxopyrrolidin-1-yl carbonochloridate

chloral

Downstream raw materials:

tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate

N-benzyloxycarbonyl-S-benzyl-L-cysteine succinimido-ester

tert-butoxycarbonyl-L-proline N-hydroxysuccinimide ester

Boc-Val-ONSu

Refernces

• 1、 Jaoudai, Mahmoud,Martinez, Jean,Castro, Bertrand. "Novel Preparation of N-Protected Amino Acid Active Esters Using 1,2,2,2-Tetrachloroethyl Carbonates". . p. 2364 - 2367. Retrieved 2007/10/02.