Trifluoroacetic acid → HCID 131720704, compound

HRID 963578Notes

Reaction equation

HRID 963578 reaction equation
C(OC([NH:8][C@@H:9]([CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:10][C@H:11]([OH:38])[C@@H:12]([NH:20][C:21]([O:23][CH2:24][CH:25]1[C:37]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[C:31]2[C:26]1=[CH:27][CH:28]=[CH:29][CH:30]=2)=[O:22])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O)(C)(C)C.[F:46][C:47]([F:52])([F:51])[C:48]([OH:50])=[O:49]>>[OH:50][C:48]([C:47]([F:52])([F:51])[F:46])=[O:49].[NH2:8][C@@H:9]([CH2:39][C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1)[CH2:10][C@H:11]([OH:38])[C@@H:12]([NH:20][C:21]([O:23][CH2:24][CH:25]1[C:37]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[C:31]2[C:26]1=[CH:27][CH:28]=[CH:29][CH:30]=2)=[O:22])[CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18660718HCID 18660718, compound

Product 1

HCID 131720704HCID 131720704, compound

Procedure

Compound (2S,3S,5S)-5-amino-2-[N-((9-fluorenylmethoxy)carbonyl)amino]-1,6-diphenyl-3-hydroxy hexane TFA salt (LL-96) was prepared. Compound (2S,3S,5S)-5-[N-(tert-butyloxy carbonyl)amino]-2-[N-((9-fluorenylmethoxy)carbonyl)amino]-1,6-diphenyl-3-hydroxy hexane (LL-87, 787 mg, 1.3 mmol) was dissolved in trifluoroacetic acid (10 mL), and stirred at room temperature for 10 min. after which solvents were evaporated. The evaporation was repeated 3 times with ethyl ether (10 mL) and finally dried under vacuum. This compound (LL-96) was used in next step with out further purification.

Workup

  1. customwere evaporated
  2. customThe evaporation
  3. customfinally dried under vacuum
  4. customThis compound (LL-96) was used in next step with out further purification

Sources & evidence

ORD record
ord-91cb288e83f34a7dafe6f685c14a5cef
Source dataset
uspto-grants-1998_06
Patent number
US05763464

Reaction notes

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