(2R)-1-methoxy-2-propanol; (R)-(-)-1-Methoxy-2-propanol; (R)-(-)-1,2-Propandiol-1-monomethylether -Drug Synthesis Database

【结构式】

【分子编号】62109

【品名】(2R)-1-methoxy-2-propanol; (R)-(-)-1-Methoxy-2-propanol; (R)-(-)-1,2-Propandiol-1-monomethylether

【CA登记号】4984-22-9

【分子式】C₄H₁₀O₂

【分子量】90.1222

【元素组成】C 53.31% H 11.18% O 35.51%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(XXIII)

Coupling between pyridinecarboxylic acid (IX) and aminopyrazole (XIX) by means of EDC/HOBt leads to the diamide adduct (XX). Subsequent intramolecular cyclization of (XX) in an ethanolic solution of potassium bis(trimethylsilyl)amide at 120 C in a sealed vessel furnishes the pyrazolopyrimidinone derivative (XXI). Reaction of (R)-propylene oxide (XXII) with sodium methoxide yields (R)-1-methoxy-2-propanol (XXIII). Finally, displacement of the ethoxy group of (XXI) with the potassium alkoxide of (XXIII) gives rise to the title compound

参考文献中间体

合成目标

【1】 Street, S.D.A.; Wood, A.; Bunnage, M.E.; Mathias, J.P. (Pfizer Inc.; Pfizer Ltd.); Pyrazolopyrimidinone cGMP PDE5 inhibitors for the treatment of sexual dysfunction. WO 9954333 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IX)	62098	2-ethoxy-5-[(4-ethyl-1-piperazinyl)sulfonyl]nicotinic acid		C₁₄H₂₁N₃O₅S	详情	详情
(XIX)	62106	4-amino-5-ethyl-1-methyl-1H-pyrazole-3-carboxamide		C₇H₁₂N₄O	详情	详情
(XX)	62107	N-[3-(aminocarbonyl)-5-ethyl-1-methyl-1H-pyrazol-4-yl]-2-ethoxy-5-[(4-ethyl-1-piperazinyl)sulfonyl]nicotinamide		C₂₁H₃₁N₇O₅S	详情	详情
(XXI)	62108	5-{2-ethoxy-5-[(4-ethyl-1-piperazinyl)sulfonyl]-3-pyridinyl}-3-ethyl-2-methyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one		C₂₁H₂₉N₇O₄S	详情	详情
(XXII)	62110	(R)-(+)-PROPYLENE OXIDE; 1,2-Epoxypropane; R(+)-Propylene oxide; R(+)-Methyloxirane; (R)-propylene oxide; [(R-(+)-1,2-EPOXYPROPANE]; (R)-(+)-1,2-Propylene oxide; (R)-(+)-1,2-Epoxypropane	15448-47-2	C₃H₆O	详情	详情
(XXIII)	62109	(2R)-1-methoxy-2-propanol; (R)-(-)-1-Methoxy-2-propanol; (R)-(-)-1,2-Propandiol-1-monomethylether	4984-22-9	C₄H₁₀O₂	详情	详情

Extended Information