Roche ester

Roche ester (methyl 3-hydroxy-2-methylpropionate) is a chemical compound with formula C₅H₁₀O₃. It can exist as two enantiomers. Both are commercially available and have been widely used as starting blocks for the synthesis of many targets including dictyostatin,^[1] discodermolide^[2] and spongidepsin.^[3]

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Roche ester

(R)- and (S)-enantiomers of Roche ester
Names
Preferred IUPAC name Methyl 3-hydroxy-2-methylpropanoate
Identifiers
CAS Number	72657-23-9 (R) 80657-57-4 (S)
3D model (JSmol)	(R): Interactive image (S): Interactive image
ChemSpider	4482250 (R) 8368063 (S)
ECHA InfoCard	100.250.015
PubChem CID	5324733 (R) 10192563 (S)
UNII	569FQ3X7KG Y
CompTox Dashboard (EPA)	DTXSID90993497
InChI (R): InChI=1S/C5H10O3/c1-4(3-6)5(7)8-2/h4,6H,3H2,1-2H3/t4-/m1/s1 Key: ATCCIZURPPEVIZ-SCSAIBSYSA-N (S): InChI=1S/C5H10O3/c1-4(3-6)5(7)8-2/h4,6H,3H2,1-2H3/t4-/m0/s1 Key: ATCCIZURPPEVIZ-BYPYZUCNSA-N
SMILES (R): C[C@H](CO)C(=O)OC (S): C[C@@H](CO)C(=O)OC
Properties
Chemical formula	C5H10O3
Molar mass	118.13 gmol−1
Density	1.071 g/mL
Boiling point	74 °C (165 °F; 347 K) at 10 mmHg
Hazards
Flash point	80 °C (176 °F; 353 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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