ethyl (1S,3R,4R)-3-(tert-butoxycarbonylamino)-4-hydroxycyclohexane-1-carboxylate, CAS No. 365997-33-7

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365997-33-7

Catalog No. EBD377147

CAS 365997-33-7

Name ethyl (1S,3R,4R)-3-(tert-butoxycarbonylamino)-4-hydroxycyclohexane-1-carboxylate

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Basic Information

Synonyms: Cyclohexanecarboxylicacid,3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-,ethylester,(1S,3R,4R)- (1S,3R,4R)-3-(Boc-amino)-4-hydroxy-cyclohexanecarboxylicacidethylester ethyl(1S,3R,4R)-3-(tert-butoxycarbonylamino)-4-hydroxycyclohexane-1-carboxylate ethyl(1S,3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxycyclohexanecarboxylate (1S,3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxycyclohexanecarboxylicacidethylester ethyl(1S,3R,4R)-3-[(t-butoxycarbonyl)amino]-4-hydroxycyclohexanecarboxylate ethyl(1S,3R,4R)-3-{[(tert-butoxy)carbonyl]amino}-4-hydroxycyclohexane-1-carboxylate ethyl (1S,3R,4R)-3-{[(tert-butoxy)carbonyl]amino}-4-hydroxycyclohexane-1-carboxylate

Molecular Formula: C14H25NO5

Molecular Weight: 287.36

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

Product Description:

(1S,3R,4R)-3-((tert-Butoxycarbonyl)amino)-4-hydroxycyclohexanecarboxylic acid ethyl ester is a chiral cyclohexane derivative featuring both a tert-butoxycarbonyl (Boc)-protected amino group and a hydroxyl group on the cyclohexane ring, along with an ethyl ester moiety. This specific stereochemistry (1S,3R,4R) is crucial for its intended applications. This compound is primarily utilized as a key chiral building block or advanced intermediate in the synthesis of complex pharmaceutical molecules. Its structure, containing multiple functional handles (protected amine, hydroxyl, ester), makes it a versatile precursor for constructing pharmacologically active scaffolds, particularly in the development of drugs targeting the central nervous system or other therapeutic areas where stereochemical purity is paramount. As a Boc-protected amino acid ester derivative, it falls under the category of specialized synthetic intermediates. Its defined stereochemistry and functional groups allow for selective further transformations, such as ester hydrolysis, amide coupling, or manipulation of the hydroxyl group, enabling efficient access to target molecules with high enantiomeric excess.

Physical Properties