Dehydroepiandrosterone → HCID 15009209, compound

HRID 1461551Notes

Reaction equation

[CH3:1][C@@:2]12[C:10](=O)[CH2:9][CH2:8][C@H:7]1[C@@H:6]1[CH2:12][CH:13]=[C:14]3[CH2:19][C@@H:18]([OH:20])[CH2:17][CH2:16][C@:15]3([CH3:21])[C@H:5]1[CH2:4][CH2:3]2.[CH3:22][C:23]1([NH2:26])[CH2:25][CH2:24]1>>[CH3:22][C:23]1([N:26]=[C:10]2[CH2:9][CH2:8][C@H:7]3[C@H:6]4[C@H:5]([CH2:4][CH2:3][C@:2]23[CH3:1])[C@:15]2([CH3:21])[C:14]([CH2:19][C@@H:18]([OH:20])[CH2:17][CH2:16]2)=[CH:13][CH2:12]4)[CH2:25][CH2:24]1

Participants

Reactant 2

HCID 5881Dehydroepiandrosterone

HCID 116511491-Methylcyclopropanamine

Product 1

HCID 15009209HCID 15009209, compound

Procedure

Reaction of dehydroepiandrosterone with 1-methylcyclopropylamine according to the procedure described in Example 1 gives 17-(1-methylcyclopropylimino)androst-5-en-3β-ol. This is then reduced with sodium borohydride according to the procedure in Example 2 to give 17β-(1-methylcyclopropylamino)androst-5-en-3β-ol.

Sources & evidence

ORD record: ord-7761c5e15cb04e2fb7ccdde725bd189a
Source dataset: uspto-grants-1991_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05075464

Reaction notes

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