ChemicalBook CAS DataBase List Nandrolone

Nandrolone synthesis

5synthesis methods

Product Name:Nandrolone
CAS Number:434-22-0
Molecular formula:C18H26O2
Molecular Weight:274.4

Nandrolone, 17β-hydroxyester-4-en-3-one (29.1.7), is made from estradiol (28.1.17). The phenol hydroxyl group undergoes methylation by dimethylsulfate in the presence of sodium hydroxide, forming the corresponding methyl ether (29.3.1), and then the aromatic ring is reduced by lithium in liquid ammonia, which forms an enol ether (29.3.2). Hydrolyzing this compound with a mixture of hydrochloric and acetic acids leads to the formation of a keto group, and simultaneous isomerization of the double bond from C5–C10 to position C4–C5 gives the desired nandrolone (29.3.3) [16–19]. Upon necessity of using it in the form of acid esters, the product is acylated by corresponding acid derivatives.

734-32-7
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434-22-0
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$33.00/1mg

Yield:434-22-0 53%

Reaction Conditions:

with zygowilliopsis sp. WY₇₉₀₅ in aq. phosphate buffer at 30; pH=8; for 24 h;Enzymatic reaction;stereoselective reaction;

Steps:

2.9. Transformation of C-18, C-19 and C-21 steroids by the resting cells

General procedure: C-18, C-19 and C-21 steroids (0.75 g/l, 1.5 mg), such as estrone(3), 9-dehydroandrostenedione (7), norandrostenedione (9), estra-4,9-diene-3,17-dione (11), 19-hydroxyandrost-4-ene-3,17-dione(13), etc. separately dissolved in Tween 80 (1% w/v) were addedinto 2 ml of reaction mixtures containing glucose (10 g/l, 10 mg)and resting cells (0.2 g wet weight) resuspended in phosphate buffer(100 mM, pH 8.0). The mixture was shaken at 30 C for 24 h,then worked-up and analyzed as described in Section 2.5.

References:

Liu, Yuanyuan;Wang, Yu;Chen, Xi;Wu, Qiaqing;Wang, Min;Zhu, Dunming;Ma, Yanhe [Steroids,2017,vol. 118,p. 17 - 24]

1091-93-6
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111-27-3 Synthesis

111-27-3
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434-22-0
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References

1091-93-6
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434-22-0
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References

Estran-3-one, 10,17-dihydroxy-, (17β)- (9CI)

86846-56-2
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434-22-0
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References

19590-55-7 Synthesis

19590-55-7
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434-22-0
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References

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