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19,19-Difluoro-3-oxoandrost-4-en-17β-yl benzoate is a fluorinated steroid derivative synthesized through the reaction of (diethylamino)sulphur trifluoride (DAST) with 3,19-dioxandrost-4-en-17β-yl benzoate. It serves as an intermediate in the preparation of aromatase inhibitors, such as 19,19-difluoroandrost-4-ene-3,17-dione, which exhibit inhibitory activity against human placental aromatase, though with lower potency compared to 4-hydroxyandrost-4-ene-3,17-dione. 19,19-difluoro-3-oxoandrost-4-en-17β-yl benzoate may also undergo rearrangement reactions, yielding novel steroid derivatives.

100983-03-7

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100983-03-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 100983-03-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,0,9,8 and 3 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 100983-03:
(8*1)+(7*0)+(6*0)+(5*9)+(4*8)+(3*3)+(2*0)+(1*3)=97
97 % 10 = 7
So 100983-03-7 is a valid CAS Registry Number.

100983-03-7Relevant articles and documents

Synthesis of 19,19-Difluoro Steroids and of Novel B-Ring-expanded Steroids

Drew, Michael G. B.,Mann, John,Pietrzak, Barbara

, p. 1191 - 1192 (1985)

A site-selective fluorination of 10-formylnortestosterone 17-benzoate (4) which allows access to 19,19-difluoro steroids is described, and an associated rearrangement reaction yields the novel abeo-testosterone derivative (6) and thence the homoestradiol

Preparation of Aromatase Inhibitors. Synthesis of 19,19-Difluoro-4-hydroxyandrost-4-ene-3,17-dione and Related Compounds

Mann, John,Pietrzak, Barbara

, p. 385 - 388 (1987)

A new route to 19,19-difluoroandrost-4-ene-3,17-dione (2) has been devised, in which the key step is the reaction of (diethylamino)sulphur trifluoride (DAST) with 3,19-dioxandrost-4-en-17β-yl benzoate (5).A novel rearrangement product (7) was also produced in this reaction.Compound (2) and its 4-hydroxy derivative (3; R=H) inhibited human placental aromatase in vitro, but were not as potent as 4-hydroxyandrost-4-ene-3,17-dione (1).

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