(2S)-6-(((benzyloxy)carbonyl)amino)-2-(((9H-fluoren-9-ylmethoxy)carbonyl)amino)hexanoic acid → (2S)-6-amino-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid

HRID 1282482Notes

Reaction equation

HRID 1282482 reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@H:19]([C:35]([OH:37])=[O:36])[CH2:20][CH2:21][CH2:22][CH2:23][NH:24]C(OCC3C=CC=CC=3)=O)=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@H:19]([C:35]([OH:37])=[O:36])[CH2:20][CH2:21][CH2:22][CH2:23][NH2:24])=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 3013736(2S)-6-(((benzyloxy)carbonyl)amino)-2-(((9H-fluoren-9-ylmethoxy)carbonyl)amino)hexanoic acid

Product 1

HCID 7010557(2S)-6-amino-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

Nα-(9-fluorenylmethoxycarbonyl)-Nε-benzyloxycarbonyl-L-lysine (502 mg, 1.00 mmol) was dissolved in TFA/CH2Cl2 (3 mL/3 mL) and stirred at room temperature for 1 h. The volatiles were removed in vacuo to afford the title compound quantitatively as a white solid.

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-62eac48ee4c14558938b608cb3c72138
Source dataset
uspto-grants-2002_09
Patent number
US06455587B1

Reaction notes

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