Reaction SMILES: [CH2:1]([C@@H:8]([C:66](=[O:130])[NH:67][CH2:68][C:69](=[O:129])[N:70]([CH3:128])[C@@H:71]([CH2:124][CH:125]([CH3:127])[CH3:126])[C:72](=[O:123])[N:73]([CH3:122])[C@@H:74]([CH:119]([CH3:121])[CH3:120])[C:75](=[O:118])[NH:76][C@@H:77]([CH2:111][C:112]1[CH:117]=[CH:116][CH:115]=[CH:114][CH:113]=1)[C:78](=[O:110])[NH:79][C@H:80]([C:85](=[O:109])[N:86]([CH3:108])[C@@H:87]([CH2:101][C:102]1[CH:107]=[CH:106][CH:105]=[CH:104][CH:103]=1)[C:88](=[O:100])[NH:89][C@@H:90]([CH3:99])[C:91](=[O:98])[N:92]1[CH2:97][CH2:96][CH2:95][CH2:94][CH2:93]1)[CH2:81][C:82](O)=[O:83])[N:9]([CH3:65])[C:10](=[O:64])[C@H:11]([C@H:42]([O:44][C:45]([C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)([C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)[CH3:43])[NH:12][C:13](=[O:41])[C@H:14]([CH2:37][CH:38]([CH3:40])[CH3:39])[N:15]([CH3:36])[C:16](=[O:35])[C@H:17]([CH:32]([CH3:34])[CH3:33])[NH:18][C:19](=[O:31])[C@H:20]([CH3:30])[N:21]([CH3:29])[C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:131]1([CH2:137][SH:138])[CH:136]=[CH:135][CH:134]=[CH:133][CH:132]=1.CC(C)N=C=NC(C)C>ClCCl.CN(C=O)C.CN(C)C1C=CN=CC=1>[CH2:1]([C@@H:8]([C:66](=[O:130])[NH:67][CH2:68][C:69](=[O:129])[N:70]([CH3:128])[C@@H:71]([CH2:124][CH:125]([CH3:127])[CH3:126])[C:72](=[O:123])[N:73]([CH3:122])[C@@H:74]([CH:119]([CH3:121])[CH3:120])[C:75](=[O:118])[NH:76][C@@H:77]([CH2:111][C:112]1[CH:117]=[CH:116][CH:115]=[CH:114][CH:113]=1)[C:78](=[O:110])[NH:79][C@H:80]([C:85](=[O:109])[N:86]([CH3:108])[C@@H:87]([CH2:101][C:102]1[CH:103]=[CH:104][CH:105]=[CH:106][CH:107]=1)[C:88](=[O:100])[NH:89][C@@H:90]([CH3:99])[C:91](=[O:98])[N:92]1[CH2:97][CH2:96][CH2:95][CH2:94][CH2:93]1)[CH2:81][C:82](=[O:83])[S:138][CH2:137][C:131]1[CH:136]=[CH:135][CH:134]=[CH:133][CH:132]=1)[N:9]([CH3:65])[C:10](=[O:64])[C@H:11]([C@H:42]([O:44][C:45]([C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)([C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)[C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)[CH3:43])[NH:12][C:13](=[O:41])[C@H:14]([CH2:37][CH:38]([CH3:40])[CH3:39])[N:15]([CH3:36])[C:16](=[O:35])[C@H:17]([CH:32]([CH3:34])[CH3:33])[NH:18][C:19](=[O:31])[C@H:20]([CH3:30])[N:21]([CH3:29])[C:22](=[O:28])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
Reactant: SCc1ccccc1
Reactant: CC(C)C[C@@H](C(=O)N(C)[C@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(=O)O)C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N1CCCCC1)C(C)C)N(C)C(=O)CNC(=O)[C@H](Cc1ccccc1)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](C)N(C)C(=O)OC(C)(C)C)C(C)C)[C@@H](C)OC(c1ccccc1)(c1ccccc1)c1ccccc1
Agent: CC(C)N=C=NC(C)C
Agent: CN(C)c1ccncc1
Solvent: ClCCl
Solvent: CN(C)C=O
Product: CC(C)C[C@@H](C(=O)N(C)[C@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(=O)SCc1ccccc1)C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N1CCCCC1)C(C)C)N(C)C(=O)CNC(=O)[C@H](Cc1ccccc1)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](C)N(C)C(=O)OC(C)(C)C)C(C)C)[C@@H](C)OC(c1ccccc1)(c1ccccc1)c1ccccc1
Temperature: 25 °C
Reaction time: 8 h
Yield: 70.7 %

Procedure:
(6S,9S,12S,15S,18S,24S,27S,30S,33S)-18,30-dibenzyl-12,24-diisobutyl-9,27-diisopropyl-2,2,5,6,11,17,23,26-octamethyl-33-(methyl((S)-1-oxo-1-(((S)-1-oxo-1-(piperidin-1-yl)propan-2-yl)amino)-3-phenylpropan-2-yl)carbamoyl)-4,7,10,13,16,19,22,25,28,31-decaoxo-15-((R)-1-(trityloxy)ethyl)-3-oxa-5,8,11,14,17,20,23,26,29,32-decaazapentatriacontan-35-oic acid (Compound SP-518) (50.0 mg, 0.028 mmol) was dissolved in dichloromethane (320 μl) and DMF (80 μl), phenylmethanethiol (6.93 mg, 0.056 mmol), DIC (7.04 mg, 0.056 mmol) and N,N-dimethylpyridin-4-amine (2.58 mg, 0.021 mmol) were added and the mixture was stirred at room temperature overnight. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by column chromatography (10 mM aqueous ammonium acetate solution:methanol) to afford the title compound (SP-520) (37.6 mg, 71.0%).