HCID 10907393, compound → Fmoc-Ser-OTce

HRID 491280Notes

Reaction equation

HRID 491280 reaction equation
[NH:1]([C:17]([O:19][CH2:20][CH:21]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]2[C:22]1=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:18])[C@H:2]([C:9]([O:11][CH2:12][C:13]([Cl:16])([Cl:15])[Cl:14])=[O:10])[CH2:3][O:4]C(C)(C)C>C(O)(C(F)(F)F)=O.O>[NH:1]([C:17]([O:19][CH2:20][CH:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:28]2[C:33]1=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:18])[C@H:2]([C:9]([O:11][CH2:12][C:13]([Cl:14])([Cl:15])[Cl:16])=[O:10])[CH2:3][OH:4]

Participants

3

Reactant 1

HCID 10907393HCID 10907393, compound

Product 1

HCID 10939458Fmoc-Ser-OTce

Reagents, catalysts & solvents 1

HCID 22392675Trifluoroacetic acid waterSolvent

Procedure

Fmoc-Ser(tBu)-OTce was dissolved in TFA-H2O (19:1, 10 mL) and allowed to stir for 5 h. The reaction mixture was concentrated in vacuo and purified by flash chromatography (EtOAc-Hexane, 3:7) to give Fmoc-Ser-OTce (0.83 g, 1.8 mmol, 69% overall yield for the two steps).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by flash chromatography (EtOAc-Hexane, 3:7)

Sources & evidence

ORD record
ord-cc852d7cc92a428a8e27c521f023d20a
Source dataset
uspto-grants-2009_05
Patent number
US07531506B2

Reaction notes

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