Hydrochloric Acid → HCID 68624795, compound

HRID 507840Notes

Reaction equation

HRID 507840 reaction equation
[OH:1][C@H:2]([C@@H:16]([NH:38]C(=O)OC(C)(C)C)[CH2:17][C@H:18]([CH2:22][NH:23][C:24](=[O:37])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[O:31][CH2:32][CH2:33][CH2:34][O:35][CH3:36])[CH:19]([CH3:21])[CH3:20])[CH2:3][NH:4][C:5](=[O:15])[C:6]([CH3:14])([CH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)[CH3:7].[ClH:46]>>[ClH:46].[NH2:38][C@H:16]([C@@H:2]([OH:1])[CH2:3][NH:4][C:5](=[O:15])[C:6]([CH3:14])([CH:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1)[CH3:7])[CH2:17][C@@H:18]([CH:19]([CH3:21])[CH3:20])[CH2:22][NH:23][C:24](=[O:37])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[O:31][CH2:32][CH2:33][CH2:34][O:35][CH3:36]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86613458HCID 86613458, compound

Product 1

HCID 68624795HCID 68624795, compound

Procedure

The solution of 0.030 g of tert-butyl (1(S)-{1(S)-hydroxy-2-[2-methyl-2-(tetrahydropyran-4-yl)-propionylamino]ethyl}-3(S)-{[2-(3-methoxypropoxy)benzoylamino]methyl}-4-methylpentyl)-carbamate in 1 ml of 4M HCl (in dioxane) is stirred at 0° C. to 20° C. over 2 hours and subsequently concentrated by evaporation to dryness, and the residue is dissolved in 1 ml of tert-butanol, frozen and lyophilized under high vacuum. The title compound is obtained as a white powder. Rf=0.23 (200:20:1 dichloromethane-methanol-25% conc. ammonia); Rt=3.46 (gradient I).

Workup

  1. concentrationsubsequently concentrated by evaporation to dryness
  2. dissolutionthe residue is dissolved in 1 ml of tert-butanol
  3. temperaturefrozen

Sources & evidence

ORD record
ord-e8a91a691f9b4ab1bce1f5420c2159f6
Source dataset
uspto-grants-2010_08
Patent number
US07786307B2

Reaction notes

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