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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561995Generated: October 26, 2026

(R)-Solketal → (R)-tert-Butoxycarbonylamino-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid

https://huagongshe.com/reaction/561995

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-SolketalHCID 736056—
Reactant3-((R)-1-{(S)-1-[5-(4-iodo-phenyl)-1H-imidazol-2-yl]-2-methyl-propyl}-2,5-dioxo-imidazolidin-4-yl)-propionic acidHCID 57771978—
Reactant(R)-tert-Butoxycarbonylamino-[4-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acidHCID 67001404—
ReactantHCID 178432851HCID 178432851—
ReactantHCID 178461665HCID 178461665—
Product(R)-tert-Butoxycarbonylamino-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acidHCID 67001504—

Reaction Steps

Prepared by the same method as described in example 1 except that (i) (R)-tert-butoxycarbonylamino-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid was used in place of (R)-tert-butoxycarbonylamino-[4-(2-tert-butoxy-ethoxy)-phenyl]-acetic acid in step 74-G and (ii) cyclization of (R)-2-amino-N-{(1S,2S)-1-[4-chloro-5-(2-fluoro-4-iodo-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-2-[4-((S)-2,3-dihydroxy-propoxy)-phenyl]-acetamide in step 74-H was performed as described in step 34-H. (R)-tert-Butoxycarbonylamino-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid was prepared as described in steps 33-T and 33-U except that in step 70-T (R)-2,2-dimethyl-1,3-dioxolane-4-methanol was used in place of (S)-2,2-dimethyl-1,3-dioxolane-4-methanol. HR-MS: calcd for C30H27ClFlN4O5 [M+H+] 705.0772. Found 705.0771.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063085B2
Source datasetuspto-grants-2011_11
ORD IDord-c994a3c8124144fe97b8d981979935ca
Source noteuspto-grants-2011_11