New downstream synthetic route of 623-04-1

With the rapid development of chemical substances, we look forward to future research findings about 623-04-1.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 623-04-1, name is (4-Aminophenyl)methanol, molecular formula is C7H9NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. COA of Formula: C7H9NO

PSA targeted prodrug was synthesized via scheme 1. The PSA targeting peptide was synthesized by solid phase peptide synthesis. Commercially available Fmoc-protected leucine was coupled with /j>-aminobenzyl alcohol (PAB) by following standard amide coupling protocol. Following bromination, intermediate 2 was reacted with sodium diethyl dithiocarbamate to give 3. Fmoc deprotection of 3 affords Leu-PAB-DTC 4. Compound 4 was coupled to the PSA targeting peptide synthesized via solid phase peptide synthesis to give PSA-DTC, PSA-targeting prodrug (Scheme 1). A) p-Aminobenzyl alcohol, HBTU, 4% NMM in DMF, 3h, rt, 63%; B) PBr3, Dry THF, 3 h, 0 C, 78%; C)(i) Sodium diethyldithiocarbamate, Dry THF, 12 h, rt (ii) 1% DBU in THF, 5 min, rt, 85%; D) FmocRSSYYS, HOBt, EDC, DIPEA, DMF, 12 h, rt; E) 20% piperidine in DMF, 3 h, rt.

With the rapid development of chemical substances, we look forward to future research findings about 623-04-1.

Reference:
Patent; DUKE UNIVERSITY; FRANZ, Katherine, J.; BAKTHAVATSALAM, Subha; ZHANG, Tian; GEORGE, Daniel; SLEEPER, Mark; (88 pag.)WO2019/10231; (2019); A1;,
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