HCID 178448355, compound → HCID 178448356, compound

HRID 615277Notes

Reaction equation

HRID 615277 reaction equation
[NH2:1][C@H:2]([C:5]([NH:7][C@H:8]([C:12]([NH:14][C@H:15]([C:23]([NH:25][C@H:26]([C:29]([NH:31][C@H:32]([C:38]([NH:40][C@H:41]([C:47]([NH:49][C@H:50]([C:54]([NH:56][C@H:57]([C:59]([NH:61][C@H:62]([C:68]([NH:70][C@H:71]([C:84]([NH:86][C@H:87]([C:92]([OH:94])=[O:93])[CH2:88][C:89](=[O:91])[NH2:90])=[O:85])[CH2:72][C:73]1[C:81]2[C:76](=[CH:77][CH:78]=[CH:79][CH:80]=2)[N:75](C=O)[CH:74]=1)=[O:69])[CH2:63][CH2:64][CH2:65][CH2:66][NH2:67])=[O:60])[CH3:58])=[O:55])[C@@H:51]([CH3:53])[OH:52])=[O:48])[CH2:42][CH2:43][CH2:44][CH2:45][NH2:46])=[O:39])[CH2:33][CH2:34][CH2:35][CH2:36][NH2:37])=[O:30])[CH2:27][OH:28])=[O:24])[CH2:16][CH2:17][CH2:18][NH:19][C:20](=[NH:22])[NH2:21])=[O:13])[CH:9]([CH3:11])[CH3:10])=[O:6])[CH2:3][OH:4]>C(=O)([O-])O.[NH4+]>[NH2:1][C@H:2]([C:5]([NH:7][C@H:8]([C:12]([NH:14][C@H:15]([C:23]([NH:25][C@H:26]([C:29]([NH:31][C@H:32]([C:38]([NH:40][C@H:41]([C:47]([NH:49][C@H:50]([C:54]([NH:56][C@H:57]([C:59]([NH:61][C@H:62]([C:68]([NH:70][C@H:71]([C:84]([NH:86][C@H:87]([C:92]([OH:94])=[O:93])[CH2:88][C:89](=[O:91])[NH2:90])=[O:85])[CH2:72][C:73]1[C:81]2[C:76](=[CH:77][CH:78]=[CH:79][CH:80]=2)[NH:75][CH:74]=1)=[O:69])[CH2:63][CH2:64][CH2:65][CH2:66][NH2:67])=[O:60])[CH3:58])=[O:55])[C@@H:51]([CH3:53])[OH:52])=[O:48])[CH2:42][CH2:43][CH2:44][CH2:45][NH2:46])=[O:39])[CH2:33][CH2:34][CH2:35][CH2:36][NH2:37])=[O:30])[CH2:27][OH:28])=[O:24])[CH2:16][CH2:17][CH2:18][NH:19][C:20](=[NH:21])[NH2:22])=[O:13])[CH:9]([CH3:10])[CH3:11])=[O:6])[CH2:3][OH:4]

Participants

3

Reactant 1

HCID 178448355HCID 178448355, compound

Product 1

HCID 178448356HCID 178448356, compound

Reagents, catalysts & solvents 1

HCID 14013Ammonium BicarbonateSolvent2×

Procedure

H-Ser-Val-Arg-Ser-Lys-Lys-Thr-Ala-Lys-Trp(CHO)-Asn-OH (2) (965 mg) was dissolved in 0.1M ammonium hydrogen carbonate (90 ml) and the solution was stirred at 37°-38° C. for 24 hours, followed by addition of 0.1M ammonium hydrogen carbonate (4.5 g). The mixture was further stirred at 43° C. for 24 hours and then concentrated. The concentrate was chromatographed on a Sephadex G-25 column (3.2×65 cm), elution being carried out with 1N acetic acid, to give crude H-Ser-Val-Arg-Ser-Lys-Lys-Thr-Ala-Lys-Trp-Asn-OH (3).

Workup

  1. stirringThe mixture was further stirred at 43° C. for 24 hours
  2. concentrationconcentrated
  3. customThe concentrate was chromatographed on a Sephadex G-25 column (3.2×65 cm), elution

Sources & evidence

ORD record
ord-5bda48c81baa4c6da1e40af16054deb7
Source dataset
uspto-grants-1985_02
Patent number
US04497801

Reaction notes

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