HCID 178501441, compound → HCID 178501449, compound

HRID 1982305Notes

Reaction equation

HRID 1982305 reaction equation
[N:1]1(C(OC(C)(C)C)=O)[CH2:93][CH2:92][CH2:91][C@H:2]1[C:3]([NH:5][C@H:6]([C:13]([N:15]1[CH2:90][CH2:89][CH2:88][C@H:16]1[C:17]([NH:19][C@H:20]([C:28]([NH:30][C@H:31]([C:38]([NH:40][C@H:41]([C@H:46]([CH2:48][C:49]([NH:51][C@H:52]([C:56]([NH:58][C@H:59]([C:68]([NH:70][C@H:71]([C:84]([O:86][CH3:87])=[O:85])[CH2:72][CH2:73][CH2:74][CH2:75][NH:76]C(OC(C)(C)C)=O)=[O:69])[CH2:60][C:61]1[CH:66]=[CH:65][C:64]([OH:67])=[CH:63][CH:62]=1)=[O:57])[CH:53]([CH3:55])[CH3:54])=[O:50])[OH:47])[CH2:42][CH:43]([CH3:45])[CH3:44])=[O:39])[CH2:32][C:33]1[N:37]=[CH:36][NH:35][CH:34]=1)=[O:29])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:18])=[O:14])[CH2:7][C:8]1[N:12]=[CH:11][NH:10][CH:9]=1)=[O:4]>C(O)(C(F)(F)F)=O>[NH:1]1[CH2:93][CH2:92][CH2:91][C@H:2]1[C:3]([NH:5][C@H:6]([C:13]([N:15]1[CH2:90][CH2:89][CH2:88][C@H:16]1[C:17]([NH:19][C@H:20]([C:28]([NH:30][C@H:31]([C:38]([NH:40][C@H:41]([C@H:46]([CH2:48][C:49]([NH:51][C@H:52]([C:56]([NH:58][C@H:59]([C:68]([NH:70][C@H:71]([C:84]([O:86][CH3:87])=[O:85])[CH2:72][CH2:73][CH2:74][CH2:75][NH2:76])=[O:69])[CH2:60][C:61]1[CH:62]=[CH:63][C:64]([OH:67])=[CH:65][CH:66]=1)=[O:57])[CH:53]([CH3:55])[CH3:54])=[O:50])[OH:47])[CH2:42][CH:43]([CH3:44])[CH3:45])=[O:39])[CH2:32][C:33]1[N:37]=[CH:36][NH:35][CH:34]=1)=[O:29])[CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:18])=[O:14])[CH2:7][C:8]1[N:12]=[CH:11][NH:10][CH:9]=1)=[O:4]

Participants

3

Reactant 1

HCID 178501441HCID 178501441, compound

Product 1

HCID 178501449HCID 178501449, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

470 mg of Boc-Pro-His-Pro-Phe-His-Sta-Val-Tyr-Lys(Boc)-OMe are dissolved at 25° in 2.3 ml of 95% strength TFA and the whole is left to stand for 30 minutes. The H-Pro-His-Pro-Phe-His-Sta-Val-Tyr-Lys-OMe formed is precipitated at 0° in pulverulent form as the trifluoroacetate by the addition of 20 ml of diisopropyl ether, is filtered off and dried; Rf (C)=0.36; Rf (D)=0.24.

Workup

  1. waitthe whole is left

Sources & evidence

ORD record
ord-ceb707e9cf824f5faa50c55a8285b760
Source dataset
uspto-grants-1986_06
Patent number
US04595677

Reaction notes

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