HCID 68476554, compound → HCID 67023012, compound

HRID 215891Notes

Reaction equation

HRID 215891 reaction equation
C(OC(=O)[NH:7][C@@H:8]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]#[C:15][C:16]2[N:24]=[C:23]3[C:19]([N:20]=[CH:21][N:22]3[C@@H:25]3[CH2:29][C@H:28]([NH:30][C:31](=[O:34])[CH2:32][OH:33])[C@@H:27]([OH:35])[C@H:26]3[OH:36])=[C:18]([NH:37][C@H:38]([CH2:46][OH:47])[CH2:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[N:17]=2)[CH2:9]1)(C)(C)C>Cl.CO>[NH2:7][C@@H:8]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]#[C:15][C:16]2[N:24]=[C:23]3[C:19]([N:20]=[CH:21][N:22]3[C@@H:25]3[CH2:29][C@H:28]([NH:30][C:31](=[O:34])[CH2:32][OH:33])[C@@H:27]([OH:35])[C@H:26]3[OH:36])=[C:18]([NH:37][C@H:38]([CH2:46][OH:47])[CH2:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[N:17]=2)[CH2:9]1

Participants

4

Reactant 1

HCID 68476554HCID 68476554, compound

Product 1

HCID 67023012HCID 67023012, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

((R)-1-{3-[9-[(1R,2S,3R,4S)-2,3-Dihydroxy-4-(2-hydroxy-acetylamino)-cyclopentyl}-6-((S)-1-hydroxymethyl-2-phenyl-ethylamino)-9H-purin-2-yl]-prop-2-ynyl]-pyrrolidin-3-yl)-carbamic acid tert-butyl ester (Intermediate XC) is dissolved in 1.25 M HCl in MeOH. After stirring at RT for 3 days, the solvent is removed in vacuo to yield the title compound. This is used in the next step without further purification.

Workup

  1. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-475e9fba402c46cc97648f0a8f5f78ad
Source dataset
uspto-grants-2012_06
Patent number
US08193164B2

Reaction notes

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