Hydrochloric Acid → Benzyl((4S)-5-[(3-amino-2-hydroxypropyl)amino]-4-{[(benzyloxy)carbonyl]amino}-5-oxopentyl)carbamate hydrochloride

HRID 269688Notes

Reaction equation

HRID 269688 reaction equation
[ClH:1].[CH2:2]([O:9][C:10](=[O:42])[NH:11][C@H:12]([C:27]([NH:29][CH2:30][CH:31]([OH:41])[CH2:32][NH:33]C(OC(C)(C)C)=O)=[O:28])[CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:19]CC1C=CC=CC=1)=[O:18])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCOCC1>[ClH:1].[CH2:2]([N:16]([CH2:15][CH2:14][CH2:13][C@H:12]([NH:11][C:10]([O:9][CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)=[O:42])[C:27]([NH:29][CH2:30][CH:31]([OH:41])[CH2:32][NH2:33])=[O:28])[C:17](=[O:18])[OH:19])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86625290Benzyl {(1S)-4-{[(benzyloxy)carbonyl]amino}-1-[({3-[(tert-butoxycarbonyl)amino]-2-hydroxypropyl}amino)carbonyl]butyl}carbamate

Product 1

HCID 69219437Benzyl((4S)-5-[(3-amino-2-hydroxypropyl)amino]-4-{[(benzyloxy)carbonyl]amino}-5-oxopentyl)carbamate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

6.8 ml of a 4N solution of hydrogen chloride in dioxane are added to a solution of 0.263 g (0.46 mmol) of the compound from Example 258A in 1 ml of dioxane at 0° C. After 2 h at RT, the reaction solution is concentrated in vacuo and coevaporated with dichloromethane several times. The remaining solid is dried to constant weight under high vacuum.

Workup

  1. concentrationthe reaction solution is concentrated in vacuo
  2. customThe remaining solid is dried to constant weight under high vacuum

Sources & evidence

ORD record
ord-3d01529a49944a54b455c638c2d93029
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

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