40371-50-4

Basic information

• Product Name: (S)-N-Carbobenzyloxy-4-amino-2-hydroxybutyric acid
• Synonyms: L--a-Hydroxy-BenzyloxycarbonylaminoButyricAcid(CBZ-HABA);(S)-(+)-Z-4-AMINO-2-HYDROXYBUTYRIC ACID;(S)-CBZ-HABA;(S)-N-CARBOBENZYLOXY-4-AMINO-2-HYDROXYBUTYRIC ACID;(S)-(-)-GAMMA-N-CBZ-AMINO-ALPHA-HYDROXYBUTYRIC ACID;(S)-4-BENZYLOXYCARBONYLAMINO-2-HYDROXYBUTYRIC ACID;(s)-2-hydroxy-4-[[(phenylmethoxy)carbonyl]amino]butyric acid;L-(-)-ALPHA-HYDROXY-GAMMA-BENZYLOXYCARBONYLAMINO BUTYRIC ACID
• CAS NO: 40371-50-4
• Molecular Formula: C₁₂H₁₅NO₅
• Molecular Weight: 253.25
• EINECS: 254-892-3
• Product Categories: Pharmaceutical Intermediates;API intermediates;Carboxylic Acids;Chiral Building Blocks;Organic Building Blocks
• Mol File: 40371-50-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 75-78 °C(lit.)
• Boiling Point: 396.45°C (rough estimate)
• Flash Point: 269 ºC
• Appearance: off-white crystalline powder
• Density: 1.2499 (rough estimate)
• Vapor Pressure: 1.08E-11mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 3.73±0.10(Predicted)
• CAS DataBase Reference: (S)-N-Carbobenzyloxy-4-amino-2-hydroxybutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-Carbobenzyloxy-4-amino-2-hydroxybutyric acid(40371-50-4)
• EPA Substance Registry System: (S)-N-Carbobenzyloxy-4-amino-2-hydroxybutyric acid(40371-50-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 40371-50-4(Hazardous Substances Data)

Usage

Chemical Properties

off-white crystalline powder

Uses

(S)-(+)-Z-4-Amino-2-hydroxybutyric Acid is used in the synthesis of aminoglycoside antibiotics.

InChI:InChI=1/C12H15NO5/c14-10(11(15)16)6-7-13-12(17)18-8-9-4-2-1-3-5-9/h1-5,10,14H,6-8H2,(H,13,17)(H,15,16)/t10-/m1/s1

Upstream product

• 3938-83-8 (S)-4-amino-2-hydroxybutanoic acid 
• 501-53-1 benzyl chloroformate 
• 81323-56-0 Methyl N-benzyloxycarbonyl-4-amino-2-oxobutanoate 
• 54755-69-0 L-(-)-4-benzyloxycarbonylamino-2-hydroxybutyric acid 

Downstream Products

• 860795-53-5 5-O-(4-azido-3,6-dideoxy-β-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-[(S)-4-(benzyloxycarbonylamino)-2-hydroxybutanoyl]-3,2',3'-triazidoneamine 
• 912671-45-5 C₅₀H₆₁N₁₇O₁₅ 
• 882050-17-1 5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-[(S)-4-(benzyloxycarbonyl-amino)-2-hydroxybutanoyl]-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine 
• 1312471-07-0 6'-N-CbzAHB tobramycin 
• 849773-54-2 tert-butyl (2S)-4-{[(benzyloxy)carbonyl]amino}-2-hydroxybutanoate 
• 860795-47-7 6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-[(S)-4-(benzyloxycarbonylamino)-2-hydroxybutanoyl]-3,2',3'-triazidoneamine 
• 860795-48-8 6-O-(3-azido-2-O-benzyl-3,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-[(S)-4-(benzyloxycarbonylamino)-2-hydroxybutanoyl]-3,2',3'-triazidoneamine 
• 40371-52-6 N-[(S)-4-benzyloxycarbonylamino-2-hydroxy-butyryloxy]succinimide 
• 110880-95-0 (S)-4-Benzyloxycarbonylamino-2-methoxybutyric Acid Methyl Ester 
• 3938-83-8 (S)-4-amino-2-hydroxybutanoic acid 
• 1061742-73-1 C₃₇H₄₅N₃O₇SSi 

Relevant articles and documents

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The structure of neamine bound to the A site of the bacterial ribosomal RNA was used in the design of novel aminoglycosides. The design took into account stereo and electronic contributions to interactions between RNA and aminoglycosides, as well as a ran

4-O-(2,3,5-Trideoxy-5-amino-α-D-pentofuranosyl)-6-O-aminoglycosyl-1,3-diaminocyclitois, methods for their preparation, pharmaceutical formulations thereof and their use as antibacterial agents

4-O-(2,3,5-Trideoxy-5-amino-α-D-pentofuranosyl)-6-O-aminoglycosyl-1,3-diaminocyclitols and 1-N-substituted derivatives thereof are described together with methods for their preparation and their use as antibacterial agents. Preferred are 1-N-(ω-amino-α-hydroxyalkanoyl)-[4-O-(2,3,5-trideoxy-5-amino-α-D-pentofuranosyl)-6-O-garosaminyl-2-deoxystreptamines], particularly the 1-N-(S-β-amino-α-hydroxypropionyl) derivatives, which are broad spectrum antibacterial agents.