CAS 611-71-2

(R)-2-hydroxy-2-phenylacetic acid(2R)-Hydroxy(phenyl)acetic acidD-Mandelic acid

Codes: MIRA-008, Cefonicid-023, ESOME-014, LPHE-012

Application context (from source-drug indications)

Neurogenic bladder dysfunctionMirabegronOveractive bladderMirabegronBacterial infectionCefonicid SodiumHeartburnEsomeprazole Magnesium HydrateGastro-oesophageal reflux diseaseEsomeprazole Magnesium HydrateDuodenal ulcerEsomeprazole Magnesium HydrateGastric ulcerEsomeprazole Magnesium HydratePeptic oesophagitisEsomeprazole Magnesium HydrateHelicobacter pylori infectionEsomeprazole Magnesium Hydrate晕动病L-Phencynonate HydrochlorideCerebral infarctionL-Phencynonate HydrochlorideVertigoL-Phencynonate Hydrochloride

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Mirabegron	Tier B — Position early	2029
Cefonicid Sodium	Tier C — Watch / trade	-
Esomeprazole Magnesium Hydrate	Tier B — Position early	-
L-Phencynonate Hydrochloride	Tier C — Watch / trade	-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

MirabegronProcess routesteps: 4total yield: 14.24 kg

2-(4-nitrophenyl)ethan-1-amine hydrochloride→2-(2-aminothiazol-4-yl)acetic acid→(R)-2-hydroxy-2-phenylacetic acid→(R)-2-hydroxy-N-(4-nitrophenethyl)-2-phenylacetamide→(R)-2-((4-nitrophenethyl)amino)-1-phenylethan-1-ol hydrochloride→(R)-2-((4-aminophenethyl)amino)-1-phenylethan-1-ol hydrochloride

MirabegronOptimised routesteps: 4total yield: 89.1 g

Cefonicid SodiumOptimised routesteps: 4total yield: 170kg（Cefonicid Sodium）

Oxo(phenyl)acetonitrile→2-Oxo-2-phenylacetic acid→(2R)-Hydroxy(phenyl)acetic acid→(2R)-(Formyloxy)(phenyl)acetic acid→Formic acid 2-chloro-2-oxo-1(R)-phenylethyl ester<-fgf->O-Formyl-D-mandelic acid chloride<-fgf->D-O-Formylmandeolyl chloride

Cefonicid SodiumOptimised routesteps: 1total yield: /

Hydroxy(phenyl)acetonitrile→D-Mandelic acid

Esomeprazole Magnesium HydrateOptimised routesteps: 6total yield: 1.35 g

5-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole→(S)-5-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole→(6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazol-1-yl)methanol→1-(chloromethyl)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole→(R)-2-hydroxy-2-phenylacetic acid→(6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazol-1-yl)methyl (2R)-2-hydroxy-2-phenylacetate→(6-methoxy-2-((S)-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazol-1-yl)methyl (R)-2-hydroxy-2-phenylacetate

L-Phencynonate HydrochlorideOptimised routesteps: 7total yield: 2.3 g

(R)-2-cyclopentyl-2-hydroxy-2-phenylacetic acid→(R)-methyl 2-cyclopentyl-2-hydroxy-2-phenylacetate→(1R,5S,9s)-3-methyl-3-azabicyclo[3.3.1]nonan-9-ol→(R)-2-hydroxy-2-phenylacetic acid→(5R)-2-(tert-butyl)-5-phenyl-1,3-dioxolan-4-one→cyclopentanone→(5S)-2-(tert-butyl)-5-(1-hydroxycyclopentyl)-5-phenyl-1,3-dioxolan-4-one→(5R)-2-(tert-butyl)-5-(cyclopent-1-en-1-yl)-5-phenyl-1,3-dioxolan-4-one→(5R)-2-(tert-butyl)-5-cyclopentyl-5-phenyl-1,3-dioxolan-4-one

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