118219-23-1

Basic information

• Product Name: (S)-2-CBZ-AMINO-BUTANE-1,4-DIOL
• Synonyms: (S)-BENZYL 1,4-DIHYDROXYBUTAN-2-YLCARBAMATE;(S)-2-Cbz-aminobutane-1,4-diol;(S)-(3-Hydroxy-1-hydroxymethylpropyl)carbamic acid benzyl ester;REF DUPL: (S)-2-Cbz-amino-butane-1,4-diol;Benzyl [(2S)-1,4-dihydroxy-2-butanyl]carbaMate;Carbamic acid, [(1S)-3-hydroxy-1-(hydroxymethyl)propyl]-, phenylmethyl ester (9CI);(S)-(-)-2-(Cbz-amino)-1,4-butanediol
• CAS NO: 118219-23-1
• Molecular Formula: C₁₂H₁₇NO₄
• Molecular Weight: 239.27
• Product Categories: API intermediates
• Mol File: 118219-23-1.mol

Chemical Properties

• Boiling Point: 461 °C at 760 mmHg
• Flash Point: 232.6 °C
• Appearance: White to off-white powder
• Density: 1.22 g/cm³
• Vapor Pressure: 2.71E-09mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 11.60±0.46(Predicted)
• CAS DataBase Reference: (S)-2-CBZ-AMINO-BUTANE-1,4-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-CBZ-AMINO-BUTANE-1,4-DIOL(118219-23-1)
• EPA Substance Registry System: (S)-2-CBZ-AMINO-BUTANE-1,4-DIOL(118219-23-1)

Safety Data

• Hazardous Substances Data: 118219-23-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-2-CBZ-AMINO-BUTANE-1,4-DIOL is used as a key intermediate for the synthesis of pharmaceuticals and organic compounds. Its chiral nature and reactivity allow for the creation of complex molecules with specific biological activities, making it an essential component in drug discovery and development.
Used in Drug Synthesis:
(S)-2-CBZ-AMINO-BUTANE-1,4-DIOL is used as a building block in the production of various drugs and therapeutic agents. Its unique structure enables the formation of specific molecular configurations that are crucial for the efficacy and selectivity of the resulting pharmaceuticals.
Used in Therapeutic Applications:
(S)-2-CBZ-AMINO-BUTANE-1,4-DIOL has been studied for its potential therapeutic applications in the treatment of various medical conditions. Its unique properties and reactivity may contribute to the development of new treatments and therapies for a range of diseases and disorders.

InChI:InChI=1/C12H17NO4/c14-7-6-11(8-15)13-12(16)17-9-10-4-2-1-3-5-10/h1-5,11,14-15H,6-9H2,(H,13,16)/t11-/m0/s1

Upstream product

• 1152-61-0 N-Cbz-L-Asp 
• 87219-29-2 benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate 
• 501-53-1 benzyl chloroformate 
• 57471-70-2 diethyl N-benzyloxycarbonyl-(S)-aspartate 
• 35909-93-4 dimethyl (2S)-2-[(phenylmethoxy)carbonylamino]-butane-1,4-dioate 

Downstream Products

• 247569-07-9 tert-butyl (S)-3-(((benzyloxy)carbonyl)amino)pyrrolidine-1-carboxylate 
• 87219-29-2 benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate 
• 35677-89-5 benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate 
• 1602827-77-9 C₂₈H₃₄N₂O₉S 
• 1602827-74-6 C₂₆H₃₂N₂O₇S 
• 1602827-71-3 C₃₅H₄₅N₃O₈S₂ 
• 1602828-00-1 C₃₅H₄₅N₃O₈S₂ 
• 1205543-29-8 [(S)-3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-1-hydroxymethyl-propyl]-carbamic acid benzyl ester 
• 1205543-28-7 (S)-4-[2-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 607376-67-0 (S)-2,2-dimethyl-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid benzyl ester 
• 607376-66-9 2-[(4S)-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-y)]ethanol 
• 176970-10-8 (S)-1-allyl-3-(benzyloxycarbonylamino)pyrrolidine 
• 176970-12-0 (S)-benzyl pyrrolidin-3-ylcarbamate 
• 176970-05-1 (S)-2-(((benzyloxy)carbonyl)amino)butane-1,4-diyl dimethanesulfonate 

Relevant articles and documents

Economical synthesis of tert-butyl (S)-3-aminopyrrolidine-1-carboxylate from L-aspartic acid

3-Aminopyrrolidine building block was used as the intermediate for many pharmaceutically active substances. Starting from L-aspartic acid, optically active (S)-tert-butyl-3-aminopyrrolidine-1-carboxylate was synthesized, and the reaction conditions were optimized in each step. The procedure of each step was discussed in detail and could be useful for the industrial preparation. This process was featured by readily available starting material, mild reaction conditions, easy work-up, and economy.

Efficient and Selective Cu/Nitroxyl-Catalyzed Methods for Aerobic Oxidative Lactonization of Diols

Cu/nitroxyl catalysts have been identified that promote highly efficient and selective aerobic oxidative lactonization of diols under mild reaction conditions using ambient air as the oxidant. The chemo- and regioselectivity of the reaction may be tuned by changing the identity of the nitroxyl cocatalyst. A Cu/ABNO catalyst system (ABNO = 9-azabicyclo[3.3.1]nonan-N-oxyl) shows excellent reactivity with symmetrical diols and hindered unsymmetrical diols, whereas a Cu/TEMPO catalyst system (TEMPO = 2,2,6,6-tetramethyl-1-piperidinyl-N-oxyl) displays excellent chemo- and regioselectivity for the oxidation of less hindered unsymmetrical diols. These catalyst systems are compatible with all classes of alcohols (benzylic, allylic, aliphatic), mediate efficient lactonization of 1,4-, 1,5-, and some 1,6-diols, and tolerate diverse functional groups, including alkenes, heterocycles, and other heteroatom-containing groups.

A concise [C+NC+CC] coupling-enabled synthesis of kaitocephalin

A 15-step synthesis of the iGluR antagonist kaitocephalin from aspartic acid is reported. The linchpin pyrrolidine ring of the target molecule is efficiently assembled with in a single operation via an asymmetric [C+NC+CC] reaction.

3-(Imidazolyl)-2-aminopropanoic acids

Compounds according to formula (I) wherein n is 1-4, R1 is optionally substituted C1-6 alkyl, C2-6 alkenyl, or C2-6 alkynyl, Heterocycle, Aromatic heterocycle, Aryl or hydrogen and R2, R3,

Practical synthesis of (S)-3-(p-nitrobenzyloxy-carbonylamino)pyrrolidine and its related compounds from L-aspartic acid

An efficient method for the preparation of (S)-3-aminopyrrolidine derivatives was developed starting from L-aspartic acid, which involves an efficient formation of a pyrrolidine-ring from allylamine and a practical Pd/C-catalyzed cleavage of N-allyl prote

New methodology for the synthesis of unsaturated 8-, 9- and 10-membered lactams

Unsaturated 8-, 9- and 10-membered medium ring lactams 1 (n = 1, 2, 3) have been prepared in good yield by the Claisen rearrangement of the vinyl-substituted precursors 3 in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).