Trestolone acetate Basic Product Information

Product Name	Trestolone acetate	CAS	6157-87-5
Synonyms	19-Nortestosterone, 7alpha-methyl-, acetate;Estr-4-en-3-one, 17beta-hydroxy-7alpha-methyl-, acetate (8CI);17beta-Hydroxy-7alpha-methylestr-4-en-3-one acetate;19-Nortestosterone, 7.alpha.-methyl-, acetate;7.alpha.-Methyl-19-nortestosterone acetate;Estr-4-en-3-one, 17-(acetyloxy)-7-methyl-, (7.alpha.,17.beta.)-;Orgasteron acetate;(7,13-dimethyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl) acetate;[(7R,8R,9R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;Estr-4-en-3-one, 17.beta.-hydroxy-7.alpha.-methyl-, acetate;7-Methyl-3-oxoestr-4-en-17-yl acetate;Estr-4-en-3-one, 17-(acetyloxy)-7-methyl-, (7alpha,17beta)-;Estr-4-en-3-one, 17- (acetyloxy)-7-methyl-, (7.alpha.,17.beta.)-;[(7R,9R,14S,17S)-7,13-dimethyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;17.beta.-Hydroxy-7.alpha.-methylestr-4-en-3-one acetate;	Molecular Formula	C21H30O3
EINECS Number		Molecular Structure
Appearance	Light Yellow Powder
Purity
Supply Ability

Trestolone acetate Quality documents

Trestolone acetate Appearance/Package/Shipping/Storage

package

storage condition

Store in cool & dry place,Keep away from strong light and heat

Trestolone acetate Application

Trestolone acetate literature

Structure-activity relationship study of human liver microsomes-catalyzed hydrolysis rate of ester prodrugs of MENT by comparative molecular field analysis (CoMFA)

Bursi, Roberta,Grootenhuis, Arijan,Van Der Louw, Jaap,Verhagen, Jos,De Gooyer, Marcel,Jacobs, Peter,Leysen, Dirk

, p. 213 - 220 (2003)

A series of MENT esters (3-71) was designed, prepared and tested to study the structure-activity relationship (SAR) of the hydrolysis rate with human liver microsomes of these prodrugs. Compounds were obtained covering a wide range of metabolic stability. The results are useful for the proper selection of prodrugs for different pharmaceutical formulations to deliver the potent and prostate-sparing androgen MENT. The MENT esters can especially be administered for male hormone replacement therapy and male contraception. Comparative molecular field analysis (CoMFA) was applied to a dataset of 28 esters, for which ED50 values could be obtained. The CoMFA model where the electrostatic and H-bond molecular fields were combined turned out to be most predictive. Despite the limited size of the dataset, CoMFA can help to rationalize the SAR of the ester hydrolysis rate of ester prodrugs of MENT.

Cp₂ZrMeCl: A Reagent for Asymmetric Methyl Addition

Garrec, Kilian,Fletcher, Stephen P.

supporting information, p. 3814 - 3817 (2016/08/16)

The use of Cp₂ZrMeCl is described as a source of nucleophilic methyl in asymmetric catalysis. This easily prepared reagent is bench stable, weighable in air, and generally useful in highly enantioselective copper-catalyzed addition reactions at room temperature. Methyl is successfully (generally >90% ee) added in 1,4-additions to cyclic and acyclic α,β-unsaturated ketones to provide tertiary and quaternary centers. Examples of catalyst controlled diastereoselective 1,6-addition and dynamic kinetic asymmetric allylic alkylation reactions are also reported. The reagent is used in the catalytic asymmetric synthesis of naturally occurring fragrance (R)-(-)-muscone (82% yield, 91% ee).

Stereoselective synthesis of some methyl-substituted steroid hormones and their in vitro cytotoxic activity against human gastric cancer cell line MGC-803

Li, Chun,Qiu, Wenwei,Yang, Zhengfeng,Luo, Jian,Yang, Fan,Liu, Mingyao,Xie, Juan,Tang, Jie

experimental part, p. 859 - 869 (2010/10/18)

A series of 3-, 7-, 15-, and 16-methyl-substituted steroid analogs were synthesized via a highly stereoselective 1,6-conjugate addition. Under the catalysis of CuBr, AlMe₃ reacted with four steroid dienone precursors to afford either the corresponding α-epimer of C-3 and C-7 methyl-substituted steroids as the major products, and the ratio of α/β was up to 10/1. No β-epimer has been detected for methyl addition at C-16. However, under the same reaction conditions, enantioselective methyl addition at C-15 afforded the 15β-epimer as the major product. The preliminary SAR analysis showed that the methyl substituents at C-7α and C-15β positions lead to a dramatical increase in potency against human gastric cancer cell line MGC-803.

PROCESS FOR THE PRODUCTION OF TIBOLONE

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Page 34, (2010/02/08)

Disclosed is a process for the synthesis of 17β-hydroxy-7α-methyl- 19-nor-17α-pregn-5(10)-ene-20-yne-3-one (tibolone, 11) and intermediates useful for the synthesis thereof: (11).

Process for the production of 7alpha-methyl steroids

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Page 4, (2008/06/13)

This invention relates to a process for the production of 7α-methyl steroids of general formula I, starting from compounds of general formula II, which are reacted in an aprotic solvent in the presence of 1-30 mol % of a copper compound CuY_nL_m with 1-3 molar equivalents of CH₃MgX, then with a strong acid. The process according to the invention is distinguished in that 7α-methyl steroids are obtained in good yields as well as high chemical purity and high diastereomer purities. The process is distinguished in that less waste accumulates with considerably higher throughput. The process according to the invention can therefore be suitable for the production of 7α-methyl steroids on the industrial scale.

Trestolone acetate Upstream and downstream

6157-87-5 Upstream product

• 54793-00-9

  17β-hydroxy-7α-methyl-estr-5-en-3-one acetate 

• 3764-87-2

  7α-methyl-19-nortestosterone 

• 75-36-5

  acetyl chloride 

• 434-22-0

  19-nortestosterone 

• 4999-76-2

  3,17β-diacetoxyoestra-3,5-diene 

• 2590-41-2

  6-dehydro-19-nortestosterone acetate 

• 676-58-4

  methylmagnesium chloride 

6157-87-5 Downstream Products

• 3764-87-2

  7α-methyl-19-nortestosterone 

• 15506-01-1

  3-methoxy-7α-methylestra-1,3,5(10)-trien-17β-ol 

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