Hydrochloric Acid → HCID 66629757, compound

HRID 1882546Notes

Reaction equation

HRID 1882546 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:49]2[CH:54]=[CH:53][C:52]([Cl:55])=[CH:51][CH:50]=2)([OH:48])[CH2:9][NH:10][C:11]2[N:19]=[C:18]([N:20]3[CH2:24][CH2:23][C@@H:22]([NH:25]C(OC(C)(C)C)=O)[CH2:21]3)[N:17]=[C:16]3[C:12]=2[N:13]=[CH:14][N:15]3[C@@H:33]2[CH2:37][C@H:36]([NH:38][C:39]([CH2:41][O:42]C(=O)C)=[O:40])[C@@H:35]([OH:46])[C@H:34]2[OH:47])=[CH:4][CH:3]=1.Cl>CO.O1CCOCC1>[NH2:25][C@@H:22]1[CH2:23][CH2:24][N:20]([C:18]2[N:17]=[C:16]3[C:12]([N:13]=[CH:14][N:15]3[C@@H:33]3[CH2:37][C@H:36]([NH:38][C:39](=[O:40])[CH2:41][OH:42])[C@@H:35]([OH:46])[C@H:34]3[OH:47])=[C:11]([NH:10][CH2:9][C:8]([C:49]3[CH:54]=[CH:53][C:52]([Cl:55])=[CH:51][CH:50]=3)([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[OH:48])[N:19]=2)[CH2:21]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66630794HCID 66630794, compound

Product 1

HCID 66629757HCID 66629757, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of acetic acid {(1S,2R,3S,4R)-4-[6-[2,2-bis-(4-chloro-phenyl)-2-hydroxy-ethylamino]-2-((R)-3-tert-butoxycarbonylamino-pyrrolidin-1-yl)-purin-9-yl]-2,3-dihydroxy-cyclopentylcarbamoyl}-methyl ester (Intermediate Z01) in MeOH (˜0.5M) is treated with an equal volume of 4M HCl in dioxane and stirred at room temperature for 2 hours. The solvent is removed in vacuo and purification is carried out by column chromatography/crystallisation to afford the title compound.

Workup

  1. customThe solvent is removed in vacuo and purification
  2. customis carried out by column chromatography/crystallisation

Sources & evidence

ORD record
ord-740798c557a443659129fae8508de316
Source dataset
uspto-grants-2012_11
Patent number
US08318750B2

Reaction notes

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