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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005152Generated: October 30, 2026

Methyl iodide → tert-butyl (3RS,4RS)-4-[4-(3-benzyloxy-propoxy)-phenyl]-3-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-6-ylmethoxy)-piperidine-1-carboxylate

https://huagongshe.com/reaction/1005152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium borohydrideHCID 4311764—
Reactanttert-butyl (3RS,4RS)-4-[4-(3-benzyloxy-propoxy)-phenyl]-3-(isoquinolin-6-ylmethoxy)-piperidine-1-carboxylateHCID 53901823—
SolventMethanolHCID 887—
SolventChloroformHCID 6212—
Producttert-butyl (3RS,4RS)-4-[4-(3-benzyloxy-propoxy)-phenyl]-3-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-6-ylmethoxy)-piperidine-1-carboxylateHCID 86604474—

Reaction Steps

In an analogous manner to that previously described, by alkylating tert-butyl (3RS,4RS)-4-[4-(3-benzyloxy-propoxy)-phenyl]-3-(isoquinolin-6-ylmethoxy)-piperidine-1-carboxylate with methyl iodide in chloroform and subsequently reducing with sodium borohydride in methanol there was obtained tert-butyl (3RS,4RS)-4-[4-(3-benzyloxy-propoxy)-phenyl]-3-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-6-ylmethoxy)-piperidine-1-carboxylate, which was used in the next step as the crude product without further characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06051712
Source datasetuspto-grants-2000_04
ORD IDord-f53877b72cbf41d3a1e99c799952adb9
Source noteuspto-grants-2000_04