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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1779239Generated: October 30, 2026

methyl (S)-2-amino-3-(4-butoxy-phenyl)-propionate → tert-butyl (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-12,12-difluoro-2-hydroxy-2-(2-methoxy-ethyl)-nonadec-4-enoate

https://huagongshe.com/reaction/1779239

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl (S)-2-amino-3-(4-butoxy-phenyl)-propionateHCID 68030835—
Reactant1-tert-butyl (2S,3S)-3-((E)-9,9-difluoro-hexadec-1-enyl)-2-hydroxy-2-(2-methoxy-ethyl)-succinateHCID 131734871—
Reactant1-tert-butyl (2S,3S)-3-[(E)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2-hydroxy-2-(2-methoxy-ethyl)-succinateHCID 131734872—
Producttert-butyl (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-12,12-difluoro-2-hydroxy-2-(2-methoxy-ethyl)-nonadec-4-enoateHCID 118260122—

Reaction Steps

No. 6804236 was obtained by the synthetic method in Step A-4 (dehydration condensation with 1-[bis(dimethylamino)methyliumyl]-1H-1,2,3-triazolo[4,5-B]pyridine-3-oxide hexafluorophosphate), except that No. 5553644, 1-tert-butyl (2S,3S)-3-((E)-9,9-difluoro-hexadec-1-enyl)-2-hydroxy-2-(2-methoxy-ethyl)-succinate was used instead of No. 6801710, 1-tert-butyl (2S,3S)-3-[(E)-8-(2-heptyl-[1,3]dioxolan-2-yl)-oct-1-enyl]-2-hydroxy-2-(2-methoxy-ethyl)-succinate, and methyl (S)-2-amino-3-(4-butoxy-phenyl)-propionate was used instead of methyl (S)-2-amino-3-(4-but-2-ynyloxy-phenyl)-propionate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266853B2
Source datasetuspto-grants-2016_02
ORD IDord-495370f13cf44a08a8350a1f67347ac5
Source noteuspto-grants-2016_02