Growth hormone secretagogues
a growth hormone and secretagogues technology, applied in the field of growth hormone secretagogues, can solve the problems of short lifespan of grf as a direct supplement, increased lean muscle mass, and peptides, and is still susceptible to metabolic instability, and is considerably smaller than growth hormones
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
example 1
Preparation of Chemical Intermediates
EXAMPLE 1A
preparation 1a
[0112]
[0113] To a solution of tert-butyloxycarbonyl-O-benzyl (boc-OBz)-D-Ser-OH (25.0 g, 84.7 mmol), while stirring in anhydrous N,N-dimethylformamide (500 mL) at room temperature, was added sodium bicarbonate (14.2 g, 169 mmol) followed by methyl iodide (26.4 mL, 424 mmol). After 18 hours, the reaction mixture was concentrated to approximately 100 mL. Ethyl acetate was added and the mixture washed with aqueous sodium bicarbonate and brine. The organic extract was dried and concentrated to give the above-identified product (25 g, 96%) as a light yellow oil: 1H NMR (300 MHz, CDCl3) d 1.45 (s, 9H), 3.70 (m, 1H), 3.75 (s, 3H), 3.85 (m, 1H), 4.50 (m, 3H), 7.30 (m, 5H); MS (FD) m / e 310; Anal. calc'd for C16H23NO5: C, 62.12; H, 7.49; N, 4.53. Found: C, 62.31; H, 7.49; N, 4.43.
Preparation 1B
[0114]
[0115] To a solution of a compound of Preparation 1A (5.0 g, 16 mmol), stirring in dichloromethane (25 mL) [or 40 mL?] and anisole (1 mL) at 0° C. was added trifluoroacetic acid. After 4 hours a...
preparation 1
[0118]
[0119] To a solution of a compound of Preparation 1C (5.30 g, 13.4), stirring in dioxane (100 mL) / water (50 mL) at room temperature was added lithium hydroxide (2.80 g, 67.3 mmol). After 18 hours, water was added and the solution concentrated. The resulting mixture was extracted with diethyl ether. Sodium chloride was added to the aqueous layer and the pH adjusted to 3.5 with 1 N HCl. The resulting mixture was extracted with ethyl acetate and the combined organic extracts dried over sodium sulfate then concentrated to yield the above-identified product (4.40 g, 86%) as a white foam: 1H NMR (300 MHz, CDCl3) d 1.39 (s, 9H), 1.45 (s, 3H), 1.47 (s, 3H), 3.68 (m, 1H), 3.95 (m, 1H), 4.54 (s, 2H), 4.70 (m, 1H), 5.51 (bs, 1H), 7.18 (d, J=9.1 Hz, 1H), 7.25 (m, 5H), 9.90 (bs, 1H); MS (FD) m / e 381; Anal. calc'd for C19H28N2O6: C, 59.99; H, 7.42; N, 7.36. Found: C, 59.74; H, 7.26; N, 7.30.
PUM
| Property | Measurement | Unit |
|---|---|---|
| Strength | aaaaa | aaaaa |
Abstract
Description
Claims
Application Information
Login to View More