(1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
CAS No.:1438250-71-5
Molecular Formula:C₃₁H₃₅BrN₂O₄
Molecular Weight:579.534
Hs Code.:

Synonyms:(1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of (1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 2 articles about (1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1260775-01-6
3-bromo-4-benzyloxybenzyl chloride

: 1438250-67-9
2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 1438250-71-5
(1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: 2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline; With n-butyllithium; In tetrahydrofuran; hexane; at -80 ℃; for 0.166667h;

3-bromo-4-benzyloxybenzyl chloride; In tetrahydrofuran; hexane; at -98 - 0 ℃; for 2h;
DOI:10.1248/cpb.c12-00820

Reference yield:

: 1745-07-9
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 1263210-08-7
(R)-2-ethoxy-4-isopropyl-4,5-dihydrooxazole

: 1438250-71-5
(1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / benzene / 2 h / Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -80 °C

2.2: 2 h / -98 - 0 °C

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; benzene;
DOI:10.1248/cpb.c12-00820

Reference yield:

: 1438250-71-5
(1S)-1-[4-(benzyloxy)-3-bromobenzyl]-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 2292-16-2
1'-epi-neferine

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid; hydrazine hydrate / ethanol / 2 h / Reflux

2: sodium tetrahydroborate / methanol; water / 0 - 20 °C

3: pyridine; copper(I) bromide dimethylsulfide complex; caesium carbonate / 20 h / Reflux

4: boron trichloride / dichloromethane / 1 h / -15 °C

With pyridine; sodium tetrahydroborate; copper(I) bromide dimethylsulfide complex; boron trichloride; caesium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; In methanol; ethanol; dichloromethane; water; 3: |Ullmann Condensation;
DOI:10.1248/cpb.c12-00820