Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858771Generated: October 31, 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/1858771

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 numberUS06150526
Source datasetuspto-grants-2000_11
ORD IDord-dfad88a0f48d40988e5bfcc1bb23fffb
Source noteuspto-grants-2000_11