Hydrochloric Acid → benzyl((1S)-4-amino-1-{2-[(2-{[(benzyloxy)carbonyl]amino}ethyl)amino]-2-oxoethyl}butyl)carbamate hydrochloride

HRID 269631Notes

Reaction equation

HRID 269631 reaction equation
[ClH:1].[CH2:2]([O:9][C:10](=[O:41])[NH:11][CH2:12][CH2:13][NH:14][C:15](=[O:40])[CH2:16][C@@H:17]([NH:29][C:30]([O:32]CC1C=CC=CC=1)=[O:31])[CH2:18][CH2:19][CH2:20][NH:21]C(OC(C)(C)C)=O)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCOCC1>[ClH:1].[CH2:2]([N:29]([C@H:17]([CH2:16][C:15]([NH:14][CH2:13][CH2:12][NH:11][C:10]([O:9][CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)=[O:41])=[O:40])[CH2:18][CH2:19][CH2:20][NH2:21])[C:30](=[O:31])[OH:32])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86624500HCID 86624500, compound

Product 1

HCID 69216382benzyl((1S)-4-amino-1-{2-[(2-{[(benzyloxy)carbonyl]amino}ethyl)amino]-2-oxoethyl}butyl)carbamate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

8 ml of a 4M solution of hydrogen chloride in dioxane are added to a solution of 320 mg (0.287 mmol) of benzyl[2-({(3S)-3-{[(benzyloxy)carbonyl]amino}-6-[(tert-butoxycarbonyl)amino]hexanoyl}amino)ethyl]carbamate (Example 104A) in 2 ml of dioxane at 0° C. After 1 h at RT, the reaction solution is concentrated in vacuo, coevaporated with dichloromethane several times and dried under high vacuum. The crude product is reacted without further purification.

Workup

  1. concentrationthe reaction solution is concentrated in vacuo
  2. customdried under high vacuum
  3. customThe crude product is reacted without further purification

Sources & evidence

ORD record
ord-16282749c19d4fb582becedfe43dd038
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

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