86123-95-7

基本信息
拉考沙胺中間體-BOC
BOC-O-甲基-D-絲氨酸
N-BOC-O-甲基-D-絲氨酸
N-叔丁氧羰基-O-甲基-D-絲氨酸
(R)-2-叔丁氧羰基氨基-3-甲氧基丙酸
(R)-2-(叔丁氧基羰基氨基)-3-甲氧基丙酸
BOC-O-METHYL-D-SERINE
Boc-N-D-O-methylserine
N-Boc-(D)-O-Methylserine
Boc-O-Methyl-D-serine 97%
N-Boc-O-Methyl-D-serine, 98%
(R)-N-Boc-2-aMino-3-Methoxypropionic acid
D-Serine, N-[(1,1-diMethylethoxy)carbonyl]-O-Methyl-
2-(tert-butoxycarbonylamino)-3-methoxypropanoic acid
O-Methyl-N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-serine
物理化學(xué)性質(zhì)
制備方法

3262-72-4

77-78-1

86123-95-7
以BOC-L-絲氨酸和硫酸二甲酯為原料合成(R)-2-叔丁氧羰基氨基-3-甲氧基丙酸的一般步驟如下:將N-Boc-L-絲氨酸(22g,0.107mol)溶解于無(wú)水四氫呋喃(352ml)中,將溶液冷卻至0℃,并在0-5℃下攪拌反應(yīng)混合物9小時(shí)。反應(yīng)完成后,加入水(110ml)淬滅反應(yīng),用30%氫氧化鈉溶液(3ml)調(diào)節(jié)pH至10-13。隨后,通過(guò)真空蒸發(fā)去除四氫呋喃/己烷混合物。將殘余物用甲苯(44ml)洗滌,然后用50%檸檬酸溶液酸化至pH <3.5。酸化的水相用二氯甲烷(2×91ml,1×66ml)進(jìn)行萃取,合并的二氯甲烷萃取物通過(guò)共沸蒸餾干燥。最終,蒸發(fā)溶劑得到產(chǎn)物23.7g,產(chǎn)率100%。產(chǎn)物經(jīng)HPLC分析顯示純度為90.0%,手性純度為100%。
參考文獻(xiàn):
[1] Patent: WO2006/37574, 2006, A1. Location in patent: Page/Page column 17
[2] Patent: WO2006/37574, 2006, A1. Location in patent: Page/Page column 17-18
[3] Patent: CN104030943, 2016, B. Location in patent: Paragraph 0103; 0104
[4] Patent: WO2012/51551, 2012, A1. Location in patent: Page/Page column 36-37
[5] Tetrahedron, 2010, vol. 66, # 29, p. 5384 - 5395