146621-93-4

Basic information

• Product Name: N-BOC-(S)-NAPHTHYL GLYCINE
• Synonyms: (S)-TERT-BUTOXYCARBONYLAMINO-NAPHTHALEN-1-YL-ACETIC ACID;(S)-(BOC)-1-NAPHTHALENEGLYCINE;N-BOC-(S)-NAPHTHYL GLYCINE;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-naphthalen-1-ylacetic acid
• CAS NO: 146621-93-4
• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.34
• Product Categories: pharmacetical
• Mol File: 146621-93-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 495.5°Cat760mmHg
• Flash Point: 253.4°C
• Appearance: /
• Density: 1.221g/cm³
• Vapor Pressure: 1.24E-10mmHg at 25°C
• Refractive Index: 1.594
• PKA: 3.51±0.30(Predicted)
• CAS DataBase Reference: N-BOC-(S)-NAPHTHYL GLYCINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-(S)-NAPHTHYL GLYCINE(146621-93-4)
• EPA Substance Registry System: N-BOC-(S)-NAPHTHYL GLYCINE(146621-93-4)

Safety Data

• Hazardous Substances Data: 146621-93-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H19NO4/c1-17(2,3)22-16(21)18-14(15(19)20)13-10-6-8-11-7-4-5-9-12(11)13/h4-10,14H,1-3H3,(H,18,21)(H,19,20)/t14-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 97611-60-4 2-amino-2-(naphthalen-1-yl)acetic acid 
• 370561-84-5 methyl 2-diazo-2-(naphthalen-1-yl)acetate 
• 2876-78-0 methyl 1-naphthylacetate 
• 896132-09-5 (+/-)-N-tert-butoxycarbonyl-α-1-naphthylglycine methyl ester 
• 124-38-9 carbon dioxide 
• 1291065-85-4 C₂₈H₄₅NO₂Sn 
• 66-77-3 1-naphthaldehyde 
• 479423-31-9 tert-butyl naphthalen-1-yl(phenylsulfonyl)methylcarbamate 
• 4248-19-5 tert-butyl carbazate 
• 37059-68-0 hydroxyimino-[1]naphthyl-acetic acid 
• 13303-10-1 tert-Butyl 4-nitrophenyl carbonate 

Downstream Products

• 645395-86-4 (RS)-N-benzyl 2-amino-2-(naphthalen-1-yl)acetamide 
• 1379796-25-4 (RS)-N-benzyl 2-amino-2-(naphthalen-1-yl)acetamide hydrochloride 
• 1379796-52-7 (RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide 

Relevant articles and documents

Synthesis, anticonvulsant activity, and neuropathic pain-attenuating activity of N-benzyl 2-amino-2-(hetero)aromatic acetamides

N-Benzyl 2-acetamido-2-substituted acetamides, where the 2-substituent is a (hetero)aromatic moiety, are potent anticonvulsants. We report the synthesis and whole animal pharmacological evaluation of 16 analogues where the terminal 2-acetyl group was removed to give the corresponding primary amino acid derivatives (PAADs). Conversion to the PAAD structure led to a substantial drop in seizure protection in animal tests, demonstrating the importance of the N-acetyl moiety for anticonvulsant activity. However, several of the PAADs displayed notable pain-attenuating activities in a mouse model.

One-pot synthesis of α-amino acids from imines through CO2 incorporation: An alternative method for strecker synthesis

Itas a gas: A novel one-pot process for the synthesis of α-amino acids from imine equivalents using CO2 gas as a carbon source has been developed. This reaction was made possible by the reagent combination of TMSSnBu3 and CsF (see scheme). Three successive reactions (imine formation, stannylation, and carboxylation) proceeded in the same flask under these conditions to give products in up to 79 % yield. Boc=tert-butoxycarbonyl, TMS=trimethylsilyl.

Synthesis of 7-aminoacylamidocephalosporanic acids.

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