Hydrochloric Acid → HCID 131710557, compound

HRID 1731235Notes

Reaction equation

HRID 1731235 reaction equation
[NH:1]([C:111]([C:124]1[CH:129]=[CH:128][CH:127]=[CH:126][CH:125]=1)([C:118]1[CH:123]=[CH:122][CH:121]=[CH:120][CH:119]=1)[C:112]1[CH:117]=[CH:116][CH:115]=[CH:114][CH:113]=1)[C@H:2]([C:24]([NH:26][C@H:27]([C:35]([NH:37][C@H:38]([C:46]([NH:48][C@H:49]([C:56]([NH:58][C@H:59]([C:64]([NH:66][C@H:67]([C:89]([NH:91][C@H:92]([C:99]([NH:101][C@H:102]([C:107]([O:109]C)=[O:108])[CH2:103][CH:104]([CH3:106])[CH3:105])=[O:100])[CH2:93][O:94][C:95]([CH3:98])([CH3:97])[CH3:96])=[O:90])[CH2:68][S:69][C:70]([C:83]1[CH:88]=[CH:87][CH:86]=[CH:85][CH:84]=1)([C:77]1[CH:82]=[CH:81][CH:80]=[CH:79][CH:78]=1)[C:71]1[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=1)=[O:65])[C@H:60]([CH2:62][CH3:63])[CH3:61])=[O:57])[CH2:50][O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:47])[C@@H:39]([CH3:45])[O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:36])[CH2:28][S:29][CH2:30][NH:31][C:32]([CH3:34])=[O:33])=[O:25])[CH2:3][S:4][C:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.O.[OH-].[Na+].Cl>O1CCOCC1>[NH:1]([C:111]([C:124]1[CH:125]=[CH:126][CH:127]=[CH:128][CH:129]=1)([C:118]1[CH:119]=[CH:120][CH:121]=[CH:122][CH:123]=1)[C:112]1[CH:117]=[CH:116][CH:115]=[CH:114][CH:113]=1)[C@H:2]([C:24]([NH:26][C@H:27]([C:35]([NH:37][C@H:38]([C:46]([NH:48][C@H:49]([C:56]([NH:58][C@H:59]([C:64]([NH:66][C@H:67]([C:89]([NH:91][C@H:92]([C:99]([NH:101][C@H:102]([C:107]([OH:109])=[O:108])[CH2:103][CH:104]([CH3:106])[CH3:105])=[O:100])[CH2:93][O:94][C:95]([CH3:97])([CH3:96])[CH3:98])=[O:90])[CH2:68][S:69][C:70]([C:71]1[CH:72]=[CH:73][CH:74]=[CH:75][CH:76]=1)([C:77]1[CH:82]=[CH:81][CH:80]=[CH:79][CH:78]=1)[C:83]1[CH:84]=[CH:85][CH:86]=[CH:87][CH:88]=1)=[O:65])[C@H:60]([CH2:62][CH3:63])[CH3:61])=[O:57])[CH2:50][O:51][C:52]([CH3:53])([CH3:54])[CH3:55])=[O:47])[C@@H:39]([CH3:45])[O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:36])[CH2:28][S:29][CH2:30][NH:31][C:32]([CH3:34])=[O:33])=[O:25])[CH2:3][S:4][C:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 131710558HCID 131710558, compound

Product 1

HCID 131710557HCID 131710557, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

3.6 g of Trt-Cys(Trt)-Cys(Acm)-Thr(But)-Ser(But)-Ile-Cys(Trt)-Ser(But)-Leu-OMe are dissolved in 50 ml of dioxane and 17 ml of water and 4 ml of 1 N sodium hydroxide solution are added. After 1 hour at 20°C the mixture is cooled to 0°C and 4 ml of 1 N hydrochloric acid are added dropwise. The dioxane is then largely evaporated off at 20°C under reduced pressure, 20 ml of water are added and the precipitate is filtered off and dried over potassium hydroxide.

Workup

  1. customThe dioxane is then largely evaporated off at 20°C under reduced pressure, 20 ml of water
  2. additionare added
  3. filtrationthe precipitate is filtered off
  4. dry with materialdried over potassium hydroxide

Sources & evidence

ORD record
ord-93d8a28296f642c2a6ddbe14c81f7e5a
Source dataset
uspto-grants-1976_11
Patent number
US03994871

Reaction notes

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