20-Hydroxyecdysone → HCID 53648898, compound

HRID 1735419Notes

Reaction equation

[Si:1]([O:8][CH2:9][CH2:10][CH:11]([C@@H:13]1[CH2:17][S:16][CH2:15][N:14]1[C:18]([C@@H:20]1[CH2:24][CH2:23][CH2:22][N:21]1[C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])=[O:19])[OH:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C[C@@]12[C@@H]([C@@](O)([C@H](O)CCC(O)(C)C)C)CC[C@@]1(O)C1=CC([C@@H]3C[C@@H](O)[C@@H](O)C[C@]3(C)[C@H]1CC2)=O>>[Si:1]([O:8][CH2:9][CH2:10][C:11]([C@@H:13]1[CH2:17][S:16][CH2:15][N:14]1[C:18]([C@@H:20]1[CH2:24][CH2:23][CH2:22][N:21]1[C:25]([O:27][CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)=[O:26])=[O:19])=[O:12])([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 545984020-Hydroxyecdysone

HCID 67745447HCID 67745447, compound

Product 1

HCID 53648898HCID 53648898, compoundYield 48.9%

Procedure

(R)-4-[3-(tert-Butyldimethylsilyloxy)-1-hydroxypropyl]-3[[(S)-1-(phenylmethyloxycarbonyl)-2-pyrrolidinyl]carbonyl]thiazolidine (1.44 g) was subjected to the same reaction as in Example 20-e) to give the title compound (701 mg).

Sources & evidence

ORD record: ord-7197617371ea40b78955950f78c24716
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05536737

Reaction notes

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