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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339283Generated: October 29, 2026

(S)-2-((S)-2-((S)-2-((tert-Butoxycarbonyl)(methyl)amino)propanamido)-3,3-dimethylbutanoyl)-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylic acid → (S)-2-(tert-Butoxycarbonyl)-7-((3R,5S)-1-(tert-butoxycarbonyl)-5-carboxypyrrolidin-3-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

https://huagongshe.com/reaction/339283

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-((S)-2-((S)-2-((tert-Butoxycarbonyl)(methyl)amino)propanamido)-3,3-dimethylbutanoyl)-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylic acidHCID 86705870—
Reactant(3S)-2-tert-butyl 3-methyl 7-((5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidin-3-yl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylateHCID 86705926—
Product(S)-2-(tert-Butoxycarbonyl)-7-((3R,5S)-1-(tert-butoxycarbonyl)-5-carboxypyrrolidin-3-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acidHCID 8670592595.6%

Reaction Steps

Following a procedure analogous to that for the synthesis of Compound K of Example 1, (3S)-2-tert-butyl 3-methyl 7-((5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidin-3-yl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate (500 mg, 0.96 mmol) was converted to the title compound (450 mg, 95%). MS (ESI+) m/z 491.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889712B2
Source datasetuspto-grants-2014_11
ORD IDord-d249bc8502144ff8944008bf26332880
Source noteuspto-grants-2014_11