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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 528983Generated: October 29, 2026

(S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline → (S)-tert-Butyl 3-(3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-4-iodobenzoate

https://huagongshe.com/reaction/528983

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinolineHCID 10333747—
ReactantHCID 71061145HCID 71061145—
Product(S)-tert-Butyl 3-(3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-4-iodobenzoateHCID 7106237654%

Reaction Steps

Following a procedure analogous to that for the synthesis of Intermediate 223A, 5-(tert-butoxycarbonyl)-2-iodobenzoic acid (1.67 g, 4.81 mmol) and (S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline (1.6 g, 5.8 mmol) were converted to the title compound (1.57 g, 54%). MS(ESI+) m/z 608.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346795B2
Source datasetuspto-grants-2016_05
ORD IDord-10346d209649418891d96182cd046462
Source noteuspto-grants-2016_05