121651-02-3

Basic information

• Product Name: Oxiranecarboxaldehyde, 3-phenyl-, (2S,3R)- (9CI)
• Synonyms: Oxiranecarboxaldehyde, 3-phenyl-, (2S,3R)- (9CI)
• CAS NO: 121651-02-3
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.15862
• Product Categories: ALDEHYDE
• Mol File: 121651-02-3.mol
• Article Data: 46

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Oxiranecarboxaldehyde, 3-phenyl-, (2S,3R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Oxiranecarboxaldehyde, 3-phenyl-, (2S,3R)- (9CI)(121651-02-3)
• EPA Substance Registry System: Oxiranecarboxaldehyde, 3-phenyl-, (2S,3R)- (9CI)(121651-02-3)

Safety Data

• Hazardous Substances Data: 121651-02-3(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 76777-60-1 5-Hydroxy-5-phenyl-2-<(trimethylsilyl)oxy>-2-methyl-3-pentanone 
• 21915-53-7 (2R,3S)-(3-phenyloxiran-2-yl)methanol 
• 99773-42-9 2-Hydroxy-2-methyl-1-((2S,3S)-3-phenyl-oxiranyl)-propan-1-one 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 21915-53-7 2,3-epoxy-3-phenyl-1-propanol 
• 104-54-1 3-Phenylpropenol 
• 99773-42-9 2-Hydroxy-2-methyl-1-((2S,3R)-3-phenyl-oxiranyl)-propan-1-one 
• 40641-81-4 trans-2,3-epoxy-3-phenylpropan-1-ol 
• 104-55-2 3-phenyl-propenal 
• 205931-96-0 trans-(2R,3R)-2-phenyl-3-[(E)-2-phenyleth-1-enyl]oxirane 
• 886-65-7 trans,trans-1,4-Diphenyl-1,3-butadiene 
• 325483-17-8 ((2S,3R)-3-Phenyl-oxiranyl)-((1R,2R,4R)-1,7,7-trimethyl-2-trimethylsilanyloxy-bicyclo[2.2.1]hept-2-yl)-methanone 
• 100-52-7 benzaldehyde 

Downstream Products

• 74026-40-7 2-Phenyl-3-<4-phenyl-1(Z),3(E)-butadienyl>oxiran 
• 74026-40-7 2-Phenyl-3-<4-phenyl-1(E),3(E)-butadienyl>oxiran 
• 74026-43-0 5-(3-Phenyl-2-oxiranyl)-2(E),4(Z)-pentadiensaeure-methylester 
• 74026-43-0 5-(3-Phenyl-2-oxiranyl)-2(E),4(E)-pentadiensaeure-methylester 
• 121534-25-6 {[1-((2R,3S)-3-Phenyl-oxiranyl)-meth-(E)-ylidene]-amino}-acetic acid tert-butyl ester 
• 121534-24-5 (2,4-Dimethoxy-benzyl)-[1-((2R,3S)-3-phenyl-oxiranyl)-meth-(E)-ylidene]-amine 
• 121534-26-7 (2-Methyl-allyl)-[1-((2R,3S)-3-phenyl-oxiranyl)-meth-(E)-ylidene]-amine 
• 98819-68-2 3-phenyl-(2R,3R)-oxiran-2-ylmethanol 
• 607376-01-2 ethyl 3-[3-phenyl-(2R,3R)-oxiran-2-yl]-(E)-2-propenoate 
• 5764-85-2 Ethyl 3-hydroxy-3-phenylpropanoate 
• 910484-84-3 2,2-difluoro-1-[(2S,3S)-3-phenyloxiranyl]-but-3-en-1-ol 
• 1233535-00-6 (1R,3R)-3-methyl-1-((2R,3R)-3-phenyloxiran-2-yl)pent-4-en-1-ol 
• 1233535-09-5 (1S,3S)-3-methyl-1-((2R,3R)-3-phenyloxiran-2-yl)pent-4-en-1-ol 
• 554420-01-8 (+)-(2S,3R)-N-methyl-N-(β-hydroxylphenethyl)-β-phenyl glycidic acid amide 

Relevant articles and documents

Enantiocomplementary Epoxidation Reactions Catalyzed by an Engineered Cofactor-Independent Non-natural Peroxygenase

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1,3-Enynes are important building blocks in organic synthesis and also constitute the key motif in various bioactive natural products and functional materials. However, synthetic approaches to stereodefined substituted 1,3-enynes remain a challenge, as they are limited to Wittig and cross-coupling reactions. Herein, stereodefined 1,3-enynes, including tetrasubstituted ones, were straightforwardly synthesized from cis or trans-alkynylated oxiranes in good to excellent yields by a one-pot cascade process. The procedure relies on oxirane deprotonation, borylation and a stereospecific rearrangement of the so-formed alkynyloxiranyl borates. This stereospecific process overall transfers the cis or trans-stereochemistry of the starting alkynyloxiranes to the resulting 1,3-enynes.

Highly Regio- and Stereodivergent Access to 1,2-Amino Alcohols or 1,4-Fluoro Alcohols by NHC-Catalyzed Ring Opening of Epoxy enals

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