ChemicalBook CAS DataBase List tert-butyl 3-hydroxyazepane-1-carboxylate

tert-butyl 3-hydroxyazepane-1-carboxylate synthesis

7synthesis methods

Product Name:tert-butyl 3-hydroxyazepane-1-carboxylate
CAS Number:478841-10-0
Molecular formula:C11H21NO3
Molecular Weight:215.29

870842-23-2
120 suppliers
$80.00/250mg

tert-butyl 3-hydroxyazepane-1-carboxylate

478841-10-0
39 suppliers
$175.00/100mg

Yield:478841-10-0 87%

Reaction Conditions:

with methanol;sodium tetrahydroborate at 0;

Steps:

51 Compound 53-6
To a solution of compound 53-5 (5.5 g, 25.8 mmol) in MeOH (55 mL) was added slowly sodium borohydride (NaBH₄) (0.98 g, 25.8 mmol) in portions at 0° C. After TLC indicated the reaction was complete, the reaction solution was adjusted to pH 5 to 6 with HCl solution, followed by filtration and extraction with DCM (100 mL×3). The organic phase was dried over anhydrous Na₂SO₄, filtered and evaporated to give the title compound 53-6 (oil, 4.8 g, Yield 87%). ¹H NMR (400 MHz, d₆-DMSO): δ ppm 3.95-3.93 (m, 1H), 3.71-3.62 (m, 2H), 3.40 (m, 1H), 3.32-3.28 (m, 1H), 3.03 (m, 1H), 1.88-1.65 (m, 4H), 1.55-1.36 (m, 11H)

References:

Hubei Bio-Pharmaceutical Industrial Technological Institute Inc.;Humanwell Healthcare (Group) Co., Ltd.;Wang, Xuehai;Wu, Chengde;Xu, Yong;Shen, Chunli;Li, Li'e;Hu, Guoping;Yue, Yang;Li, Jian;Guo, Diliang;Shi, Nengyang;Huang, Lu;Chen, Shuhui;Tu, Ronghua;Yang, Zhongwen;Zhang, Xuwen;Xiao, Qiang;Tian, Hua;Yu, Yanping;Chen, Hailiang;Sun, Wenjie;He, Zhenyu;Shen, Jie;Yang, Jing;Tang, Jing;Zhou, Wen;Yu, Jing;Zhang, Yi;Liu, Quan US2017/313683, 2017, A1 Location in patent:Paragraph 1046-1047

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