Reaction SMILES: FC(F)(F)C(O)=O.C([SiH](C(C)C)C(C)C)(C)C.[CH2:18]([C@@H:25]([C:83](=[O:158])[NH:84][CH2:85][C:86](=[O:157])[N:87]([CH3:156])[C@@H:88]([CH2:152][CH:153]([CH3:155])[CH3:154])[C:89](=[O:151])[N:90]([CH3:150])[C@@H:91]([CH:147]([CH3:149])[CH3:148])[C:92](=[O:146])[NH:93][C@@H:94]([CH2:139][C:140]1[CH:145]=[CH:144][CH:143]=[CH:142][CH:141]=1)[C:95](=[O:138])[NH:96][C@H:97]([C:113](=[O:137])[N:114]([CH3:136])[C@@H:115]([CH2:129][C:130]1[CH:135]=[CH:134][CH:133]=[CH:132][CH:131]=1)[C:116](=[O:128])[NH:117][C@@H:118]([CH3:127])[C:119](=[O:126])[N:120]1[CH2:125][CH2:124][CH2:123][CH2:122][CH2:121]1)[CH2:98][C:99]([O:101][C:102]1[C:107]([CH3:108])=[CH:106][CH:105]=[CH:104][C:103]=1[S:109][S:110][CH2:111][CH3:112])=[O:100])[N:26]([CH3:82])[C:27](=[O:81])[C@H:28]([C@H:59]([O:61]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH3:60])[NH:29][C:30](=[O:58])[C@H:31]([CH2:54][CH:55]([CH3:57])[CH3:56])[N:32]([CH3:53])[C:33](=[O:52])[C@H:34]([CH:49]([CH3:51])[CH3:50])[NH:35][C:36](=[O:48])[C@H:37]([CH3:47])[N:38](C)[C:39](=O)OC(C)(C)C)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>ClCCl>[CH2:18]([C@@H:25]([C:83](=[O:158])[NH:84][CH2:85][C:86](=[O:157])[N:87]([CH3:156])[C@@H:88]([CH2:152][CH:153]([CH3:155])[CH3:154])[C:89](=[O:151])[N:90]([CH3:150])[C@@H:91]([CH:147]([CH3:149])[CH3:148])[C:92](=[O:146])[NH:93][C@@H:94]([CH2:139][C:140]1[CH:145]=[CH:144][CH:143]=[CH:142][CH:141]=1)[C:95](=[O:138])[NH:96][C@H:97]([C:113](=[O:137])[N:114]([CH3:136])[C@@H:115]([CH2:129][C:130]1[CH:131]=[CH:132][CH:133]=[CH:134][CH:135]=1)[C:116](=[O:128])[NH:117][C@@H:118]([CH3:127])[C:119](=[O:126])[N:120]1[CH2:125][CH2:124][CH2:123][CH2:122][CH2:121]1)[CH2:98][C:99]([O:101][C:102]1[C:107]([CH3:108])=[CH:106][CH:105]=[CH:104][C:103]=1[S:109][S:110][CH2:111][CH3:112])=[O:100])[N:26]([CH3:82])[C:27](=[O:81])[C@H:28]([C@H:59]([OH:61])[CH3:60])[NH:29][C:30](=[O:58])[C@H:31]([CH2:54][CH:55]([CH3:57])[CH3:56])[N:32]([CH3:53])[C:33](=[O:52])[C@H:34]([CH:49]([CH3:50])[CH3:51])[NH:35][C:36](=[O:48])[C@H:37]([CH3:47])[NH:38][CH3:39])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1
Reactant: CCSSc1cccc(C)c1OC(=O)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(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)C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N1CCCCC1
Agent: CC(C)[SiH](C(C)C)C(C)C
Solvent: ClCCl
Solvent: O=C(O)C(F)(F)F
Product: CCSSc1cccc(C)c1OC(=O)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(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)NC)C(C)C)[C@@H](C)O)C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N1CCCCC1
Temperature: 25 °C
Reaction time: 0.17 h
Yield: 32.6 %

Procedure:
Trifluoroacetic acid (100 ul) and triisopropylsilane (22.3 ul, 0.109 mmol) were added to a solution of 2-(ethyldisulfanyl)-6-methylphenyl (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-oate (Compound SP-522) (42.9 mg, 22 umol) in dichloromethane (200 ul), and the mixture was stirred at room temperature for 10 minutes. The reaction solution was then concentrated under reduced pressure and purified by reverse phase silica gel column chromatography (0.1% aqueous formic acid solution/0.1% formic acid-acetonitrile solution=70/30→0/100) to afford the title compound (Compound SP-523) (11.7 mg, 33%).