Acetic Anhydride → HCID 70477834, compound

HRID 462437Notes

Reaction equation

HRID 462437 reaction equation
[CH2:1]([O:3][C@H:4]1[CH2:21][C@@:20]2([CH3:22])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:19]2[C@H:18]([NH:23][C:24]([O:26][CH2:27][C:28]([Cl:31])([Cl:30])[Cl:29])=[O:25])[CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:6][C@@H:5]1[OH:37])[CH3:2].[C:38](OC(=O)C)(=[O:40])[CH3:39]>N1C=CC=CC=1.C(O)C>[C:38]([O:37][C@@H:5]1[C@@H:4]([O:3][CH2:1][CH3:2])[CH2:21][C@@:20]2([CH3:22])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:19]2[C@H:18]([NH:23][C:24]([O:26][CH2:27][C:28]([Cl:29])([Cl:30])[Cl:31])=[O:25])[CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:6]1)(=[O:40])[CH3:39]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 12804579HCID 12804579, compound

Product 1

HCID 70477834HCID 70477834, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1049PyridineSolvent

Procedure

Ethyl 2β-ethoxy-3α-hydroxy-11α-(2,2,2-trichloroethoxy-carbonylamino)-5α-androstane-17β-carboxylate (1.83 g) in pyridine (6 ml) was treated with acetic anhydride. After b 18 h. the reaction mixture was diluted with ethanol and evaporated to give a foam (1.91 g). A portion was purified by preparative t.l.c. in ethyl acetate/Petrol (1:2) to give the title compound, [α]D +30.7°, νmax 1724 cm-1.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-bda66d698a5744e5a7d99312123aa390
Source dataset
uspto-grants-1985_05
Patent number
US04515786

Reaction notes

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