Boc-(R,S)-2-carboxymorpholine
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Boc-(R,S)-2-carboxymorpholine

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Boc-(R,S)-2-carboxymorpholine is used in the preparation of potent and selective 3-phosphoinositide-dependent kinase 1 (PDK 1) inhibitors used in the treatment of multiple myelomas.

Category
BOC-Amino Acids
Catalog number
BAT-007929
CAS number
189321-66-2
Molecular Formula
C10H17NO5
Molecular Weight
231.25
Boc-(R,S)-2-carboxymorpholine
IUPAC Name
4-[(2-methylpropan-2-yl)oxycarbonyl]morpholine-2-carboxylic acid
Synonyms
Boc-(R,S)-Cop-OH; 4-Boc-2-morpholinecarboxylic acid; 4-Boc-2-morpholinecarboxylic acid; N-Boc-Morpholine-2-carboxylic acid; 4-(tert-butoxycarbonyl)morpholine-2-carboxylic acid; 2,4-Morpholinedicarboxylicacid, 4-(1,1-dimethylethyl) ester; N-Boc-2-morpholinecarboxylic acid; (2S)-4-[(2-methylpropan-2-yl)oxycarbonyl]morpholine-2-carboxylic acid
Appearance
White to off-white powder
Purity
≥ 98 % (NMR)
Density
1.230±0.06 g/cm3 (Predicted)
Melting Point
> 139 °C (dec.)
Boiling Point
369.5±42.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H17NO5/c1-10(2,3)16-9(14)11-4-5-15-7(6-11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)
InChI Key
LGWMTRPJZFEWCX-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)N1CCOC(C1)C(=O)O
1.Concise synthesis of (S)-N-BOC-2-hydroxymethylmorpholine and (S)-N-BOC-morpholine-2-carboxylic acid.
Henegar KE1. J Org Chem. 2008 May 2;73(9):3662-5. doi: 10.1021/jo800356q. Epub 2008 Mar 26.
An operationally simple synthesis of N-BOC-2-hydroxymethylmorpholine (1) and N-BOC-morpholine-2-carboxylic acid (2) from epichlorohydrin has been developed. No chromatography is required in the processing, which allows high process throughput.
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