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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746303Generated: October 25, 2026

Z-O-tert-butyl-L-serine N-hydroxysuccinimide ester → HCID 178423965, compound

https://huagongshe.com/reaction/1746303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantZ-O-tert-butyl-L-serine N-hydroxysuccinimide esterHCID 2729196—
ReactantPurine, 6-bromo-HCID 5287830—
Reactant2-Amino-6-bromopurineHCID 6101139—
Reactant(2,5-Dioxopyrrolidin-1-yl) 2-(phenylmethoxycarbonylamino)butanoateHCID 12961228—
ReactantHCID 178423963HCID 178423963—
ReactantHCID 178456854HCID 178456854—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 178423965HCID 178423965—

Reaction Steps

Compound 68 was prepared using the general procedure described above with respect to compound 14, but 2-benzyloxycarbonylamino-3-tert-butoxy-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester was substituted for 2-benzyloxycarbonylaminobutyric acid 2,5-dioxo-pyrrolidin-1-yl ester in step B, and 2-amino-6-bromopurine was substituted for 6-bromopurine in step D. The obtained 2-[1-(2-amino-9H-purin-6-ylamino)-2-tert-butoxy-ethyl]-5-methyl-3-phenyl-3H-quinazolin-4-one was then dissolved in trifluoroacetic acid and allowed to stir at ambient temperature for 5 hours. Purification by LC provided the product 68 as a white solid. MS (ES): m/z 429 (M+H), 215, 206, 151. Compound 68 is shown below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09149477B2
Source datasetuspto-grants-2015_10
ORD IDord-0cd03cdbc17f480da66b62c1e16b9c0a
Source noteuspto-grants-2015_10