HCID 131713949, compound → HCID 131713948, compound

HRID 1632948Notes

Reaction equation

HRID 1632948 reaction equation
[NH2:1][C@H:2]([C:8]([NH:10][C@H:11]([C:20]([NH:22][C@H:23]([C:30]([NH:32][C@H:33]([C:40]([NH:42][C@H:43]([C:50]([NH:52][C@H:53]([C:61]([NH:63][CH2:64][C:65]([NH:67][C@H:68]([C:79]([NH:81][C@H:82]([C:87]([O:89]C(C)(C)C)=[O:88])[CH2:83][C:84](=[O:86])[NH2:85])=[O:80])[CH2:69][C:70]1[C:78]2[C:73](=[CH:74][CH:75]=[CH:76][CH:77]=2)[NH:72][CH:71]=1)=[O:66])=[O:62])[C@@H:54]([CH3:60])[O:55]C(C)(C)C)=[O:51])[CH2:44][O:45]C(C)(C)C)=[O:41])[CH2:34][O:35]C(C)(C)C)=[O:31])[CH2:24][O:25]C(C)(C)C)=[O:21])[CH2:12][C:13](=[O:19])[O:14]C(C)(C)C)=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[OH:6]>FC(F)(F)C(O)=O.O.SCCS>[NH2:1][C@H:2]([C:8]([NH:10][C@H:11]([C:20]([NH:22][C@H:23]([C:30]([NH:32][C@H:33]([C:40]([NH:42][C@H:43]([C:50]([NH:52][C@H:53]([C:61]([NH:63][CH2:64][C:65]([NH:67][C@H:68]([C:79]([NH:81][C@H:82]([C:87]([OH:89])=[O:88])[CH2:83][C:84](=[O:86])[NH2:85])=[O:80])[CH2:69][C:70]1[C:78]2[C:73](=[CH:74][CH:75]=[CH:76][CH:77]=2)[NH:72][CH:71]=1)=[O:66])=[O:62])[C@@H:54]([CH3:60])[OH:55])=[O:51])[CH2:44][OH:45])=[O:41])[CH2:34][OH:35])=[O:31])[CH2:24][OH:25])=[O:21])[CH2:12][C:13](=[O:14])[OH:19])=[O:9])[CH2:3][CH2:4][C:5](=[O:6])[OH:7]

Participants

5

Reactant 1

HCID 131713949HCID 131713949, compound

Product 1

HCID 131713948HCID 131713948, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolventHCID 109021,2-EthanedithiolSolvent

Procedure

850 mg (6.9 mmols) Glu-Asp(OBut)-Ser(But)-Ser(But)-Ser(But)-Thr(But)-Gly-Trp-Asn-OBut are dissolved in a mixture of trifluoroacetic acid, water and 1,2-dimercaptoethane (9:1:1). The batch is abandoned for 1 hour at room temperature, concentrated, and the residue is triturated with ether. Yield 650 mg. For purification, the substance is boiled in 30 ml of methanol, and after cooling to room temperature it is suction-filtered. Yield 430 mg (65%). Amino acid analysis (hydrolysis: 24 hours at 120° C. in 6N HCl):

Workup

  1. concentrationconcentrated
  2. customthe residue is triturated with ether
  3. customFor purification
  4. filtrationis suction-filtered
  5. customAmino acid analysis (hydrolysis: 24 hours at 120° C. in 6N HCl)

Sources & evidence

ORD record
ord-57d45d0bdcf043e0a60add25195713a8
Source dataset
uspto-grants-1984_10
Patent number
US04478828

Reaction notes

Loading…