141437-85-6

Basic information

• Product Name: (S)-2-BENZYL-2-N-BOCAMINO-ETHYL THIOL
• Synonyms: 1-Benzylbenzoimidazole;1-(Benzyl)benziMidazole;Carbamic acid, [(1S)-1-(mercaptomethyl)-2-phenylethyl]-, 1,1-dimethylethyl ester (9CI)
• CAS NO: 141437-85-6
• Molecular Formula: C₁₄H₂₁NO₂S
• Molecular Weight: 267.39
• Mol File: 141437-85-6.mol

Chemical Properties

• Melting Point: 108-110℃
• Boiling Point: 397°Cat760mmHg
• Flash Point: 193.9°C
• Appearance: /
• Density: 1.077g/cm³
• Vapor Pressure: 1.64E-06mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: (S)-2-BENZYL-2-N-BOCAMINO-ETHYL THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-BENZYL-2-N-BOCAMINO-ETHYL THIOL(141437-85-6)
• EPA Substance Registry System: (S)-2-BENZYL-2-N-BOCAMINO-ETHYL THIOL(141437-85-6)

Safety Data

• Hazardous Substances Data: 141437-85-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(S)-2-Benzyl-2-N-bocamino-ethyl thiol is used as a reagent in organic synthesis for its ability to participate in various chemical reactions due to its thiol group, which can undergo oxidation, reduction, and substitution reactions.
Used in Biochemical Research:
In biochemical research, (S)-2-Benzyl-2-N-bocamino-ethyl thiol serves as a tool compound for studying the interactions of thiol groups with proteins and other biomolecules, potentially contributing to the understanding of biological processes and the development of new therapeutic agents.
Used as an Intermediate in Chemical Production:
(S)-2-Benzyl-2-N-bocamino-ethyl thiol is utilized as an intermediate in the synthesis of more complex organic compounds, leveraging its unique structure to form new chemical entities with specialized properties for various industrial applications.
Used in Odorant Formulations:
Given its strong, pungent odor, (S)-2-Benzyl-2-N-bocamino-ethyl thiol is used as an odorant in various applications where distinctive scents are required, such as in the fragrance industry or for creating detectable odors in industrial processes.

InChI:InChI=1/C14H21NO2S/c1-14(2,3)17-13(16)15-12(10-18)9-11-7-5-4-6-8-11/h4-8,12,18H,9-10H2,1-3H3,(H,15,16)/t12-/m0/s1

Upstream product

• 3385-94-2 hexamethyldisilathiane 
• 153782-96-8 (S)-N-t-butoxycarbonyl-2-phenylmethyl aziridine 
• 154669-56-4 (2S)-2-[N-(tert-butoxycarbonyl)amino]-1-iodo-3-phenylpropane 
• 141403-49-8 (2S)-2-[N-(tert-butoxycarbonyl)amino]-3-phenyl-O-(4-methylphenylsulfonyl)propan-1-ol 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 3182-95-4 L-Phenylalaninol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 122818-32-0 (S)-2-<(tert-Butoxycarbonyl)amino>-3-phenylpropyl thioacetate 

Downstream Products

• 139429-09-7 (S)-1-((S)-2-Amino-3-phenyl-propyldisulfanylmethyl)-2-phenyl-ethylamine; compound with trifluoro-acetic acid 
• 141437-93-6 N-<2-<<<3-<<(2-amino-3-phenylpropyl)thio>carbonyl>propanoyl>thio>methyl>-3-phenylpropanoyl>glycine benzyl ester 
• 135949-89-2 [2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propyldisulfanylmethyl)-3-phenyl-propionylamino]-acetic acid benzyl ester 
• 135949-57-4 [2-((S)-2-Amino-3-phenyl-propyldisulfanylmethyl)-3-phenyl-propionylamino]-acetic acid benzyl ester 
• 141437-90-3 N-<2-<(acetylthio)methyl>-3-phenylpropanoyl>glycine S-(2-amino-3-phenylpropyl) thioester 
• 1048974-28-2 [(S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propyldisulfanylmethyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester 
• 141437-92-5 {2-[3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propylsulfanylcarbonyl)-propionylsulfanylmethyl]-3-phenyl-propionylamino}-acetic acid benzyl ester 
• 141437-89-0 (2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-thioacetic acid S-((S)-2-tert-butoxycarbonylamino-3-phenyl-propyl) ester 
• 141437-86-7 [(S)-2-Phenyl-1-(pyridin-2-yldisulfanylmethyl)-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Mild and selective silicon-mediated access to enantioenriched 1,2-mercaptoamines and β-amino arylchalcogenides

Metal-free ring opening reactions of activated and unactivated aziridines with different silyl chalcogenides are described. Judicious tuning of the reaction conditions enables the synthesis of chiral enantioenriched N-Ts and N-Boc 1,2-mercaptoamines in good yields from the corresponding aziridines and bis(trimethylsilyl)sulfide. N-Protected and N-H unactivated aziridines are efficiently converted into the corresponding β-arylchalcogeno amines upon treatment with suitable arylchalcogenosilanes. The silicon-mediated ring opening reactions proceed with excellent regioselectivity and stereospecificity, allowing to access a wide array of synthetically and biologically valuable enantioenriched chalcogenoamines.

Simple preparation of N-protected chiral-amino alkyl thiols from corresponding iodides employing sodium trithiocarbonate

A simple protocol for the preparation of N-protected amino alkyl thiols is reported that employs a reaction of sodium trithiocarbonate (Na 2CS3) with N-protected amino alkyl iodides. Na 2CS3 is easy to prepare and the protocol circumvents the use of strong bases and multiple steps. All the thiol compounds made were obtained as enantiopure samples and were characterized employing NMR and mass spectrometry.

Potent and systemically active aminopeptidase N inhibitors designed from active-site investigation

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