NHS-BiB

Base Information

• Chemical Name: NHS-BiB
• CAS No.: 728034-24-0
• Molecular Formula: C8H10BrNO4
• Molecular Weight: 264.07300
• European Community (EC) Number: 809-691-0
• Nikkaji Number: J1.970.403C
• Mol file: 728034-24-0.mol

Synonyms:NHS-BiB;728034-24-0;2-Bromoisobutanoic acid N-hydroxysuccinimide ester;(2,5-dioxopyrrolidin-1-yl) 2-bromo-2-methylpropanoate;SCHEMBL260599;2-Bromoisobutyric acid succinimidyl ester;AS-83254;A1-04783;2,5-DIOXOPYRROLIDIN-1-YL 2-BROMO-2-METHYLPROPANOATE;2-Bromoisobutanoic acid N-hydroxysuccinimide ester, 98% (GC);Propanoic acid, 2-bromo-2-methyl-, 2,5-dioxo-1-pyrrolidinyl ester

Chemical Property of NHS-BiB

Chemical Property:

• Melting Point: 135-140°C
• PSA: 63.68000
• LogP: 0.70500
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 262.97932
• Heavy Atom Count: 14
• Complexity: 284

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromoisobutanoic acid N-hydroxysuccinimide ester 98% (GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(=O)ON1C(=O)CCC1=O)Br
• Uses: Atom transfer radical polymerization (ATRP) initiator with an NHS ester moiety for conjugation chemistry, useful for biological ligations.

Technology Process of NHS-BiB

There total 2 articles about NHS-BiB 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: 89.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 2-bromo-2-methylpropionic acid (2052-01-9) → 2-bromo-2-methylpropionic acid 2,5-dioxopyrrolidin-1-yl ester (728034-24-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1002/anie.200460390

Reference yield: 76.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 2-bromoisobutyric acid bromide (20769-85-1) → 2-bromo-2-methylpropionic acid 2,5-dioxopyrrolidin-1-yl ester (728034-24-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ma500751j

Reference yield: 89.0%

3-amino-3-(2-nitrophenyl)propionic acid (5678-48-8,732242-02-3,756814-14-9) + 2-bromo-2-methylpropionic acid 2,5-dioxopyrrolidin-1-yl ester (728034-24-0) → 3-(2-bromo-2-methylpropanamido)-3-(2-nitrophenyl)propanoic acid (1509929-70-7)

Guidance literature:

3-amino-3-(2-nitrophenyl)propionic acid; 2-bromo-2-methylpropionic acid 2,5-dioxopyrrolidin-1-yl ester; With triethylamine; In dimethyl sulfoxide; for 24h; Darkness;

With triethylamine; In water; ethyl acetate; pH=Ca. 9; Darkness;

DOI:10.1021/ma401951w

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

2-bromo-2-methylpropionic acid

2-bromoisobutyric acid bromide

Downstream raw materials:

3-(2-bromo-2-methylpropanamido)-3-(2-nitrophenyl)propanoic acid