116611-55-3

Basic information

• Product Name: (1S)-N-(tert-Butoxycarbonyl)-1-propyl-2-hydroxyethylamine
• Synonyms: (1S)-N-(tert-Butoxycarbonyl)-1-propyl-2-hydroxyethylamine;(S)-[1-(Hydroxymethyl)butyl]carbamic acid 1,1-dimethylethyl ester;[(1S)-1-(Hydroxymethyl)butyl]carbamic acid 1,1-dimethylethyl ester;N-[(1S)-1-(Hydroxymethyl)butyl]carbamic acid tert-butyl ester;CarbaMic acid, N-[(1S)-1-(hydroxyMethyl)butyl]-, 1,1-diMethylethyl ester;(S)-2-(Boc-amino)-1-pentanol
• CAS NO: 116611-55-3
• Molecular Formula: C₁₀H₂₁NO₃
• Molecular Weight: 203.27864
• Mol File: 116611-55-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 43-45℃
• Boiling Point: 309℃
• Flash Point: 141℃
• Appearance: /
• Density: 0.997
• PKA: 12.11±0.46(Predicted)
• CAS DataBase Reference: (1S)-N-(tert-Butoxycarbonyl)-1-propyl-2-hydroxyethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-N-(tert-Butoxycarbonyl)-1-propyl-2-hydroxyethylamine(116611-55-3)
• EPA Substance Registry System: (1S)-N-(tert-Butoxycarbonyl)-1-propyl-2-hydroxyethylamine(116611-55-3)

Safety Data

• Hazardous Substances Data: 116611-55-3(Hazardous Substances Data)

Usage

General Description

(1S)-N-(tert-Butoxycarbonyl)-1-propyl-2-hydroxyethylamine is a chiral compound with a chemical formula of C11H23NO4. It is a tertiary amine with a hydroxyethyl and a propyl group attached to the nitrogen atom. The tert-Butoxycarbonyl (t-BOC) group is a protecting group commonly used in organic synthesis to protect amines from unwanted reactions. (1S)-N-(tert-Butoxycarbonyl)-1-propyl-2-hydroxyethylamine is used in organic chemistry as a building block for the synthesis of various pharmaceuticals and bioactive compounds. The chiral nature of this compound makes it important for the synthesis of enantiomerically pure molecules, which is critical in the pharmaceutical industry for the development of safe and effective drugs.

Upstream product

• 2013-12-9 D-norvaline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 80696-30-6 (2R)-2-aminopentan-1-ol 
• 116611-52-0 [(S)-2-Benzenesulfonyl-1-(tetrahydro-pyran-2-yloxymethyl)-butyl]-carbamic acid tert-butyl ester 
• 116611-50-8 ((S)-2-Benzenesulfonyl-1-hydroxymethyl-ethyl)-carbamic acid tert-butyl ester 
• 116611-47-3 Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3-(tetrahydro-pyran-2-yloxy)-propyl ester 
• 116611-48-4 [(S)-2-Phenylsulfanyl-1-(tetrahydro-pyran-2-yloxymethyl)-ethyl]-carbamic acid tert-butyl ester 
• 116611-63-3 methyl N-(tert-butoxycarbonyl)-O-(tetrahydro-2H-pyran-2-yl)-L-serinate 
• 116611-46-2 tert-butyl [(2R)-1-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)propan-2-yl]carbamate 
• 116696-85-6 (2S)-2-t-butoxycarbonylamino-3-phenylsulfonyl-1-(2-tetrahydropyranyloxy)propane 
• 116611-49-5 ((S)-1-Hydroxymethyl-2-phenylsulfanyl-ethyl)-carbamic acid tert-butyl ester 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 
• 116611-61-1 ((S)-2-Benzenesulfonyl-1-hydroxymethyl-butyl)-carbamic acid tert-butyl ester 
• 116611-52-0 [(R)-2-Benzenesulfonyl-1-(tetrahydro-pyran-2-yloxymethyl)-butyl]-carbamic acid tert-butyl ester 

Downstream Products

• 757976-39-9 N¹-(4-methoxy-phenyl)-pentane-1,2-diamine 
• 1196038-35-3 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid {(S)-2-[3-(4-methoxy-phenyl)-propylamino]-pentyl}-amide 
• 1196793-29-9 (S,E)-tert-butyl 1-(3,5-diamino-6-chloropyrazin-2-yl)-7-(3-(4-methoxyphenyl)propyl)-10,10-dimethyl-1,8-dioxo-4-propyl-9-oxa-2,5,7-triazaundecan-6-ylidenecarbamate 
• 1201179-46-5 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid {(S)-2-[3-(4-methoxy-phenyl)-propylamino]-pentyl}-amide hydrochloride 
• 1196038-40-0 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid ((S)-2-{N'-[3-(4-methoxy-phenyl)-propyl]-guanidino}-pentyl)-amide 
• 160801-74-1 (2S)-2-(1,1-dimethylethoxycarbonylamino)pentanal 
• 246256-62-2 (1-propyl-but-3-enyl)-carbamic acid tert-butyl ester 
• 757976-38-8 tert-butyl ((1S)-1-{[(4-methoxyphenyl)amino]methyl}butyl)carbamate 
• 57521-85-4 N-tert-butoxycarbonyl-D-norvaline 
• 53308-95-5 N-tert-butoxycarbonyl-L-norvaline 

Relevant articles and documents

A highly efficient synthesis of (S)-(+)-N-Boc-coniine using ring- closing olefin metathesis (RCM)

Optically active (S)-(+)-coniine as an N-Boc protected form was concisely prepared starting from an amino acid, L-norvaline. The key step involved a ring-closing olefin metathesis (RCM) of the dialkenyl compound 6 to give the corresponding cyclic olefin 8 in an essentially quantitative yield.

Design, synthesis, and structure-activity relationship studies of L-amino alcohol derivatives as broad-spectrum antifungal agents

To discover broad spectrum antifungal agents, two strategies were applied, and a novel class of L-amino alcohol derivatives were designed and synthesized. 3-F substituted compounds 14i, 14n, 14s and 14v exhibited excellent antifungal activities with broad antifungal spectra against C. albicans and C. tropicalis, with MIC values in the range of 0.03–0.06 μg/mL, and against A. fumigatus and C. neoformans, with MIC values in the range of 1–2 μg/mL. Notably, Compounds 14i, 14n, 14s and 14v also displayed moderate activities against fluconazole-resistance strains 17# and CaR that were isolated from AIDS patients. Moreover, only compounds in the S-configuration showed antifungal activity. Preliminary mechanistic studies showed that the potent antifungal activity of compound 14v stemmed from inhibition of C. albicans CYP51. Compounds 14n and 14v were almost nontoxic to mammalian A549 cells, and their stability in human plasma was excellent.

Discovery of a novel chemotype of potent human ENaC blockers using a bioisostere approach. Part 2: α-Branched quaternary amines

We report the synthesis and biological evaluation of a series of novel α-branched pyrazinoyl quaternary amines for their ability to block ion transport via the epithelial sodium channel (ENaC) in human bronchial epithelial cells (HBECs). Compound 12g has an IC50 of 30 nM and is highly efficacious in the Guinea-pig tracheal potential difference (TPD) model of ENaC blockade with an ED50 of 1 μg kg-1 at 1 h. In addition the SAR results demonstrate for the first time the chiral nature of the binding site of human ENaC. As such, pyrazinoyl quaternary amines represent a promising new class of ENaC blockers for the treatment of cystic fibrosis that are structurally distinct from the pyrazinoyl guanidine chemotype found in prototypical ENaC blockers such as amiloride.