77153-05-0

Basic information

• Product Name: 1-CBZ-AMINO-2-BOC-AMINO-ETHANE
• Synonyms: [[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-ETHYL]-CARBAMIC ACID PHENYLMETHYL ESTER;1-CBZ-AMINO-2-BOC-AMINO-ETHANE;N-(Benzyloxycarbonyl)-N'-(tert-butoxycarbonyl)ethylenediamine;N-Cbz-N'-Boc-ethylenediamine;Benzyl tert-butyl ethane-1,2-diyldicarbamate
• CAS NO: 77153-05-0
• Molecular Formula: C₁₅H₂₂N₂O₄
• Molecular Weight: 294.35
• Mol File: 77153-05-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 123-124 ºC
• Appearance: /
• Density: 1.121
• CAS DataBase Reference: 1-CBZ-AMINO-2-BOC-AMINO-ETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CBZ-AMINO-2-BOC-AMINO-ETHANE(77153-05-0)
• EPA Substance Registry System: 1-CBZ-AMINO-2-BOC-AMINO-ETHANE(77153-05-0)

Safety Data

• Hazardous Substances Data: 77153-05-0(Hazardous Substances Data)

Usage

General Description

1-CBZ-AMINO-2-BOC-AMINO-ETHANE is a chemical compound that is a derivative of ethane. It consists of two functional groups, specifically a benzyl carbamate (CBZ) and a tert-butoxycarbonyl (BOC) group attached to an amino group. 1-CBZ-AMINO-2-BOC-AMINO-ETHANE is commonly used in organic synthesis as a protecting group for amino acids, which helps to prevent unwanted reactions at specific sites during the synthesis of peptide chains. It serves as a temporary shield for the amino group, allowing for the manipulation of other parts of the molecule without affecting the protected amino group. 1-CBZ-AMINO-2-BOC-AMINO-ETHANE is widely utilized in the pharmaceutical and biotechnology industries for the production of peptide-based drugs and bioactive molecules.

Upstream product

• 886-64-6 N^β-benzyloxycarbonyl-β-alaninamide 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 120737-59-9 3-methyl-piperazine-1-carboxylic acid tert-butyl ester 
• 57260-73-8 N-BOC-1,2-diaminoethane 
• 501-53-1 benzyl chloroformate 
• 2304-94-1 3-(benzyloxycarbonylamino)propanoic acid 
• 192320-25-5 N-tert-butoxycarbonyl-N-tosyl-N'-benzyloxycarbonyl-1,2-ethylenediamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 72080-83-2 2-benzyloxycarbonylaminoethylamine 

Downstream Products

• 1217317-61-7 N-(carbobenzyloxy)ethylenediamine trifluoroacetate 
• 82825-43-2 Boc-Asp(OBzl)EDA-Z 
• 72080-83-2 2-benzyloxycarbonylaminoethylamine 
• 77153-07-2 S-methyl-N-<2-<(tert-butoxycarbonyl)amino>ethyl>-N'-tosylisothiourea 
• 77153-10-7 N-<2-<(tert-butoxycarbonyl)amino>ethyl>-N'-tosylguanidine 
• 77153-13-0 N-<2-<(tert-butoxycarbonyl)amino>ethyl>-N'-benzoylguanidine 
• 18807-71-1 benzyl N-(2-aminoethyl)carbamate hydrochloride 

Relevant articles and documents

Rational Design of Autotaxin Inhibitors by Structural Evolution of Endogenous Modulators

Autotaxin produces the bioactive lipid lysophosphatidic acid (LPA) and is a drug target of considerable interest for numerous pathologies. We report the expedient, structure-guided evolution of weak physiological allosteric inhibitors (bile salts) into potent competitive Autotaxin inhibitors that do not interact with the catalytic site. Functional data confirms that our lead compound attenuates LPA mediated signaling in cells and reduces LPA synthesis in vivo, providing a promising natural product derived scaffold for drug discovery.

Solid phase synthesis of peptide hydroxamic acids on poly(ethylene glycol)-based support

A novel resin designed for solid-phase synthesis of peptide hydroxamic acids (PHA) combining the trityl linker with poly(ethylene glycol)-based support, ChemMatrix type, is described. The synthesis of PHA can be performed according to a standard protocol,

Efficient, solventless N-Boc protection of amines carried out at room temperature using sulfamic acid as recyclable catalyst

A simple, rapid, and efficient protocol for the chemoselective N-Boc protection of amines using sulfamic acid as catalyst is described. N-Boc protection of various structurally diverse aliphatic, aromatic, alicyclic, and heterocyclic amines (1°, 2°, 3°) was carried out with (Boc)2O using sulfamic acid as catalyst (5 mol %) at room temperature under solventless conditions. The advantages of this method are simplicity, shorter reaction times (1-15 min), a cost-effective catalyst, and excellent isolated yields (90-100%); it is also environmentally benign. Moreover, the combined use of ultrasound and sulfamic acid achieves a synergic effect that is especially marked in the N-Boc protection of deactivated (sterically hindered and electron-deficient) amines. The catalyst possesses distinct advantages: ease of handling, cleaner reactions, high activity, and excellent chemoselectivity.