158807-44-4

Basic information

• Product Name: Carbamic acid, (1-ethenylbutyl)-, 1,1-dimethylethyl ester, (R)- (9CI)
• Synonyms: Carbamic acid, (1-ethenylbutyl)-, 1,1-dimethylethyl ester, (R)- (9CI)
• CAS NO: 158807-44-4
• Molecular Formula: C11H21NO2
• Molecular Weight: 199.28994
• Product Categories: N-BOC
• Mol File: 158807-44-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Carbamic acid, (1-ethenylbutyl)-, 1,1-dimethylethyl ester, (R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (1-ethenylbutyl)-, 1,1-dimethylethyl ester, (R)- (9CI)(158807-44-4)
• EPA Substance Registry System: Carbamic acid, (1-ethenylbutyl)-, 1,1-dimethylethyl ester, (R)- (9CI)(158807-44-4)

Safety Data

• Hazardous Substances Data: 158807-44-4(Hazardous Substances Data)

Upstream product

• 154079-55-7 [(R)-1-((R)-1,2-Dihydroxy-ethyl)-butyl]-carbamic acid tert-butyl ester 
• 107574-36-7 (2E)-hex-2-en-1-yl methyl carbonate 
• 120989-95-9 ethyl (E)-hex-2-en-1-yl carbonate 
• 120157-98-4 N-(tert-butyloxycarbonyl)glycine 
• 956101-43-2 C₃H₇C₃H₄NC₈H₇O₂C₅H₉O₂ 
• 913344-45-3 C₃H₇C₃H₄NC₅H₉O₂C₅H₉O₂ 

Downstream Products

• 158807-49-9 (R)-3-tert-Butoxycarbonylamino-hexanoic acid 

Relevant articles and documents

Iridium(I)-catalyzed regio- and enantioselective allylic amidation

Ir(I)-catalyzed intermolecular allylic amidation of ethyl allyl carbonates with soft nitrogen nucleophiles under completely 'salt-free' conditions is described. A combination of [Ir(COD)Cl]2, a chiral phosphoramidite ligand L*, and DBU as a base in THF effects the reaction. The reaction appears to be quite general, accommodating a wide variety of R-groups and soft nitrogen nucleophiles, and proceeds with excellent regio- and enantioselectivities to afford the branched N-protected allylic amines. The developed reaction was conveniently utilized in the asymmetric synthesis of N-Boc protected α- and β-amino acids as well as (-)-cytoxazone.

A Concise Enantioselective Synthesis of Allylamines and N-Boc-β-Amino Acids

A new and efficient enantioselective synthesis of allylamines and N-Boc-β-amino acids has been developed.Starting from enantiomerically enriched N-diphenylmethyl-3-amino-1,2-diols, allylamines are easily obtained by a Corey-Hopkins deoxygenative protocol.After a change in the nitrogen protecting group, the resulting N-Boc allylamines are converted into β-amino acids by hydroboration with 9-BBN followed by oxidation with PDC in DMF.