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Catalog Number:
41634
CAS Number:
143527-70-2
(4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Purity:
≥ 98% (GC)
Synonym(s):
(4S,5R)-3-Boc-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylicacid
Documents
$115.27 /200MG
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Product Information

The compound (4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid is a versatile building block in organic synthesis, particularly valued in the pharmaceutical and chemical industries. Its unique oxazolidine structure allows for the introduction of chirality in synthetic pathways, making it an essential intermediate for the development of various bioactive compounds. Researchers often utilize this compound in the synthesis of peptide-based drugs and other pharmaceuticals, where its ability to stabilize reactive intermediates can lead to improved yields and selectivity in reactions.

Additionally, this compound's tert-butoxycarbonyl (Boc) protecting group is widely recognized for its effectiveness in protecting amines during synthesis, facilitating the creation of complex molecular architectures. Its applications extend to the production of agrochemicals and fine chemicals, where its stability and reactivity can be harnessed to develop innovative products. With its robust profile, this compound stands out as a valuable asset for researchers and industry professionals seeking reliable and efficient solutions in their synthetic endeavors.

Synonyms
(4S,5R)-3-Boc-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylicacid
CAS Number
143527-70-2
Purity
≥ 98% (GC)
Molecular Formula
C17H23NO5
Molecular Weight
321.37
MDL Number
MFCD09263630
PubChem ID
22033557
Melting Point
112 - 116 °C
Appearance
White to off-white crystalline powder
Optical Rotation
[a]20D = -3.5 to -1.5 ° (C = 1 in CHCL3)
Conditions
Store at 2 - 8 °C
General Information
Synonyms
(4S,5R)-3-Boc-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylicacid
CAS Number
143527-70-2
Purity
≥ 98% (GC)
Molecular Formula
C17H23NO5
Molecular Weight
321.37
MDL Number
MFCD09263630
PubChem ID
22033557
Melting Point
112 - 116 °C
Appearance
White to off-white crystalline powder
Optical Rotation
[a]20D = -3.5 to -1.5 ° (C = 1 in CHCL3)
Conditions
Store at 2 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

(4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid is widely utilized in research focused on:

  • Pharmaceutical Development: This compound serves as a key intermediate in the synthesis of various pharmaceuticals, particularly in the development of antibiotics and anti-cancer agents, enhancing the efficiency of drug discovery.
  • Peptide Synthesis: It is commonly used in solid-phase peptide synthesis, providing a protective group that facilitates the assembly of complex peptide chains while ensuring stability and reactivity.
  • Chiral Catalysis: The compound plays a significant role in asymmetric synthesis, acting as a chiral auxiliary that improves the selectivity of reactions, which is crucial in producing enantiomerically pure compounds.
  • Research in Organic Chemistry: It is employed in various organic synthesis reactions, allowing chemists to explore new pathways and methodologies in creating complex organic molecules.
  • Material Science: This chemical is also investigated for its potential applications in developing new materials, particularly in creating polymers with specific properties for advanced applications.

Citations