115962-35-1
115962-35-1 結構式
基本信息
4-四氫-3-異喹啉羧酸
(R)-N-叔丁氧羰基-1
(R)-2-(叔丁氧羰基)-1
(R)-(-)-2-(叔丁氧羰基)-1
BOC-D-1,2,3,4-異喹啉-3-羧酸
BOC-D-1,2,3,4-四氫異喹啉-3-羧
Boc-[3R]-1,2,3,4-四氫異喹啉-3-羧酸
BOC-(3R)-1,2,3,4-四氫異喹啉-3-羧酸
(R)-N-BOC-1,2,3,4-四氫異喹啉-3-甲酸
(3R)-N-BOC-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID
BOC-1,2,3,4-D-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
BOC-(3R)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
BOC-D-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
BOC-D-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
BOC-D-TIC
BOC-D-TIC-OH
BOC-(R)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
N-1-BOC-D-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID
N-1-T-BOC-D-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID
N-ALPHA-T-BOC-D-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID
N-ALPHA-T-BUTOXYCARBONYL-D-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
N-BOC-D-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
N-TERT-BUTYLOXYCARBONYL-D-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
(R)-(-)-2-(TERT-BUTOXYCARBONYL)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID
RARECHEM BK PT 0080
(R)-(-)-N-BOC-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID
(R)-N-BOC-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
N-t-Butyloxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacid
物理化學性質
制備方法
24424-99-5
74163-81-8
115962-35-1
以二碳酸二叔丁酯和(S)-(-)-1,2,3,4-四氫異喹啉-3-羧酸為原料合成(R)-2-(叔丁氧羰基)-1,2,3,4-四氫異喹啉-3-羧酸的一般步驟如下：將(S)-1,2,3,4-四氫異喹啉-3-羧酸（50.0 g，282 mmol）懸浮于1,4-二氧六環(huán)（1000 mL）和水（500 mL）的混合溶劑中，劇烈攪拌。隨后，加入碳酸氫鈉（47.4 g，564 mmol）和二碳酸二叔丁酯（67.7 g，310 mmol），反應混合物在室溫下持續(xù)攪拌6天。反應完成后，將混合物在減壓下濃縮以去除溶劑。將濃縮后的殘余物溶解于水（2000 mL）中，加入30% w/v的硫酸氫鈉一水合物水溶液（300 mL）進行酸化。用氯仿（3×1000 mL）對酸化后的水相進行萃取，合并有機相。有機相依次用飽和食鹽水洗滌，無水硫酸鈉干燥，隨后在減壓下濃縮，得到目標產物(R)-2-(叔丁氧羰基)-1,2,3,4-四氫異喹啉-3-羧酸（90.0 g，定量產率），呈稠漿狀。通過LCMS分析確認產物：保留時間（RT）3.64分鐘；質譜數(shù)據(jù)：m/z 178.1 [M-Boc + 2H]+；m/z 276.1 [M-H]-。
參考文獻：
[1] Patent: WO2017/153513, 2017, A1. Location in patent: Page/Page column 78
[2] Patent: WO2017/153515, 2017, A1. Location in patent: Page/Page column 62
[3] Patent: WO2017/153520, 2017, A1. Location in patent: Page/Page column 44; 47
[4] Patent: WO2017/153519, 2017, A1. Location in patent: Page/Page column 56; 59
[5] Tetrahedron Letters, 2001, vol. 42, # 43, p. 7559 - 7561
常見問題列表
BOC-D-1，2，3，4-四氫異喹啉-3-羧酸可用作有機合成中間體，可由（3R）-1，2，3，4-四氫異喹啉-3-羧酸鹽酸鹽用Boc保護得到，也可由L-Phe與甲醛水溶液及叔丁氧酸酐反應制備。