Hydrochloric Acid → HCID 67351956, compound

HRID 526283Notes

Reaction equation

HRID 526283 reaction equation
[CH2:1]([O:8][C:9](=[O:47])[C@@H:10]([NH:23][C:24](=[O:46])[C@@H:25]([NH:38]C(OC(C)(C)C)=O)[CH2:26][CH2:27][CH2:28][CH2:29][NH:30]C(OC(C)(C)C)=O)[CH2:11][CH2:12][CH2:13][CH2:14][NH:15]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:48]>O1CCOCC1>[ClH:48].[ClH:48].[ClH:48].[CH2:1]([O:8][C:9](=[O:47])[C@@H:10]([NH:23][C:24](=[O:46])[C@@H:25]([NH2:38])[CH2:26][CH2:27][CH2:28][CH2:29][NH2:30])[CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67351273HCID 67351273, compound

Product 1

HCID 67351956HCID 67351956, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The above prepared (S)-2-((S)-2,6-bis-tert-butoxycarbonylamino-hexanoylamino)-6-tert-butoxycarbonylamino-hexanoic acid benzyl ester (4.516, 6.793 mmol) was dissolved in 4 mol/L HCl in dioxane. After a couple of minutes, gas evolved and a precipitate was formed. After 3 h at ambient temperature, the reaction mixture was carefully evaporated and scrupulously dried to yield 3.81 g of the title compound as an off-white foam which was used without further purification for Example 13. E. GalNAc Cluster benzyl ester above. MS (ISP): 365.3 [M+H]+.

Workup

  1. waitAfter a couple of minutes
  2. customa precipitate was formed
  3. customthe reaction mixture was carefully evaporated
  4. customscrupulously dried

Sources & evidence

ORD record
ord-bcc2d56110ab486eb63793ae4bb81264
Source dataset
uspto-grants-2016_05
Patent number
US09345775B2

Reaction notes

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