ChemicalBook CAS DataBase List 5-alpha-Hydroxy- Laxogenin

5-alpha-Hydroxy- Laxogenin synthesis

4synthesis methods

Product Name:5-alpha-Hydroxy- Laxogenin
CAS Number:56786-63-1
Molecular formula:C27H42O5
Molecular Weight:446.62

5α-Hydroxy laxogenin is a synthetic derivative of a naturally occurring spirostane-type steroid, laxogenin,it is synthesised by (25R)-Spirost-3β,5α-dihydroxy-6-one (S9).

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

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Yield: 95%

Reaction Conditions:

with sodium hydrogencarbonate in methanol;water for 3 h;Reflux;

Steps:

3.1.4. (25R)-Spirost-3β,5α-dihydroxy-6-one (S9)
Five grams (10.2 mmol) of Compound 8 were dissolved in 390 mL of methanol. Subsequently,a solution of 4.6 g of NaHCO3 in 60 mL of water was added while refluxing for 3 h. After allowing thereaction mixture to settle at room temperature, it was poured in water, to obtain 4.35 g of Compound S9(95%), mp 272 °C (methanol). IR (KBr): νmax 3396 (ν OH), 2953 (ν CH), 1703 (ν C=O), 1449 and 1380(δ CH), 1055 (ν C=O), 977 (spiroketal); 1H-NMR (δ, ppm): 1.97/1.30 (m, 2H, H-1), 1.80/1.45 (m, 2H,H-2), 3.93 (m, 1H, H-3), 1.84/1.69 (m, 2H, H-4), 2.82/2.04 (m, 2H, H-7), 1.94 (m, 1H, H-8), 1.99 (m, 1H,H-9), 1.51/1.36 (m, 2H, H-11), 1.81/1.28 (m, 2H, H-12), 1.47 (m, 1H, H-14), 1.96/1.29 (m, 2H, H-15),4.44 (m, 1H, H-16), 1.83 (m, 1H, H-17), 0.82 (s, 3H, CH3-18), 0.83 (s, 3H, H-19), 1.90 (m, 1H, H-20), 0.99(d, 3H, CH3-21), 1.70/1.60 (m, 2H, H-23), 1.65/1.46 (m, 2H, H-24), 1.64 (m, 1H, H-25), 3.48/3.40 (m, 2H,H-26), 0.82 (d, CH3-27). 13C-NMR (δ, ppm: 30.4 (C-1), 29.8 (C-2), 67.2 (C-3), 36.5 (C-4), 80.7 (C-5), 211.7(C-6), 41.9 (C-7), 36.7 (C-8), 44.6 (C-9), 42.4 (C-10), 21.3 (C-11), 39.5 (C-12), 41.1 (C-13), 56.1 (C-14), 31.6(C-15), 80.5 (C-16), 62.0 (C-17), 16.4 (C-18), 14.2 (C-19), 41.6 (C-20), 14.5 (C-21), 109.3 (C-22), 31.3 (C-23),28.8 (C-24), 30.3 (C-25), 66.9 (C-26), 17.1 (C-27).

References:

García-Pupo, Laura;Zaldo-Castro, Armando;Exarchou, Vassiliki;Tacoronte-Morales, Juan Enrique;Pieters, Luc;Berghe, Wim Vanden;Nuñez-Figueredo, Yanier;Delgado-Hernández, René [Molecules,2016,vol. 21,# 8,art. no. 992]

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56786-63-1
204 suppliers
$49.00/1g

References

1000210-73-0
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56786-63-1
204 suppliers
$49.00/1g

References

1000210-73-0
0 suppliers
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56786-63-1
204 suppliers
$49.00/1g

References

5-alpha-Hydroxy- Laxogenin Related Search:

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