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Boc-(R,S)-2-carboxymorpholine

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

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

Specification
Reference Reading

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.