Ammonium Hydroxide → HCID 178455963, compound

HRID 615278Notes

Reaction equation

HRID 615278 reaction equation
[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:16]([NH:18][C@H:19]([C:22]([NH:24][C@H:25]([C:29]([NH:31][C@H:32]([C:40]([NH:42][C@H:43]([C:46]([NH:48][C@H:49]([C:55]([NH:57][C@H:58]([C:64]([NH:66][C@H:67]([C:71]([NH:73][C@H:74]([C:76]([NH:78][C@H:79]([C:85]([NH:87][C@H:88]([C:101]([NH:103][C@H:104]([C:109]([OH:111])=[O:110])[CH2:105][C:106](=[O:108])[NH2:107])=[O:102])[CH2:89][C:90]1[C:98]2[C:93](=[CH:94][CH:95]=[CH:96][CH:97]=2)[N:92](C=O)[CH:91]=1)=[O:86])[CH2:80][CH2:81][CH2:82][CH2:83][NH2:84])=[O:77])[CH3:75])=[O:72])[C@@H:68]([CH3:70])[OH:69])=[O:65])[CH2:59][CH2:60][CH2:61][CH2:62][NH2:63])=[O:56])[CH2:50][CH2:51][CH2:52][CH2:53][NH2:54])=[O:47])[CH2:44][OH:45])=[O:41])[CH2:33][CH2:34][CH2:35][NH:36][C:37](=[NH:39])[NH2:38])=[O:30])[CH:26]([CH3:28])[CH3:27])=[O:23])[CH2:20][OH:21])=[O:17])[CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])=[O:8])[C@H:3]([CH2:5][CH3:6])[CH3:4].[OH-].[NH4+]>C(O)(=O)C>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:16]([NH:18][C@H:19]([C:22]([NH:24][C@H:25]([C:29]([NH:31][C@H:32]([C:40]([NH:42][C@H:43]([C:46]([NH:48][C@H:49]([C:55]([NH:57][C@H:58]([C:64]([NH:66][C@H:67]([C:71]([NH:73][C@H:74]([C:76]([NH:78][C@H:79]([C:85]([NH:87][C@H:88]([C:101]([NH:103][C@H:104]([C:109]([OH:111])=[O:110])[CH2:105][C:106](=[O:108])[NH2:107])=[O:102])[CH2:89][C:90]1[C:98]2[C:93](=[CH:94][CH:95]=[CH:96][CH:97]=2)[NH:92][CH:91]=1)=[O:86])[CH2:80][CH2:81][CH2:82][CH2:83][NH2:84])=[O:77])[CH3:75])=[O:72])[C@@H:68]([CH3:70])[OH:69])=[O:65])[CH2:59][CH2:60][CH2:61][CH2:62][NH2:63])=[O:56])[CH2:50][CH2:51][CH2:52][CH2:53][NH2:54])=[O:47])[CH2:44][OH:45])=[O:41])[CH2:33][CH2:34][CH2:35][NH:36][C:37](=[NH:38])[NH2:39])=[O:30])[CH:26]([CH3:28])[CH3:27])=[O:23])[CH2:20][OH:21])=[O:17])[CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])=[O:8])[C@H:3]([CH2:5][CH3:6])[CH3:4]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 178455962HCID 178455962, compound

Product 1

HCID 178455963HCID 178455963, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

H-Ile-Lys-Ser-Val-Arg-Ser-Lys-Lys-Thr-Ala-Lys-Trp(CHO)-Asn-OH (3) (460 mg) was treated with 0.15M ammonium hydroxide (200 mg) at room temperature for 40 minutes. The reaction mixture was neutralized with acetic acid (2.5 ml) and concentrated. The concentrate was chromatographed on a Sephadex LH-20 column (3.2×65 cm, 1% acetic acid) for desalting and lyophilized to give crude H-Ile-Lys-Ser-Val-Arg-Ser-Lys-Lys-Thr-Ala-Lys-Trp-Asn-OH (4) (443 mg).

Workup

  1. concentrationconcentrated
  2. customThe concentrate was chromatographed on a Sephadex LH-20 column (3.2×65 cm, 1% acetic acid)

Sources & evidence

ORD record
ord-fa43a1eae8ff4161a7ea01fca3a6ce73
Source dataset
uspto-grants-1985_02
Patent number
US04497801

Reaction notes

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