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

Base Information

Chemical Name:2-[4,5-dihydro-4-((R)-1-methylethyl)-2-oxazolyl]-(S)-1-(4-methoxymethoxybenzyl)-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline
CAS No.:1263210-03-2
Molecular Formula:C₃₂H₃₈N₂O₅
Molecular Weight:530.664
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 7 articles about 2-[4,5-dihydro-4-((R)-1-methylethyl)-2-oxazolyl]-(S)-1-(4-methoxymethoxybenzyl)-6-methoxy-7-benzyloxy-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: 84.0%

: 4-methoxymethoxybenzyl chloride

: 1263210-09-8
7-(benzyloxy)-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6-methoxy-1,2,3,4-tetrahydroisoquinoline

: 1263210-03-2
2-[4,5-dihydro-4-((R)-1-methylethyl)-2-oxazolyl]-(S)-1-(4-methoxymethoxybenzyl)-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: 7-(benzyloxy)-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6-methoxy-1,2,3,4-tetrahydroisoquinoline; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 5.5h; Inert atmosphere;

4-methoxymethoxybenzyl chloride; In tetrahydrofuran; pentane; at -100 ℃; for 0.5h; optical yield given as %de;
DOI:10.3998/ark.5550190.0012.514

Reference yield:

: 63909-38-6,1860-56-6
3-methoxy-4-benzyloxy-ω-nitrostyrolene

: 1263210-03-2
2-[4,5-dihydro-4-((R)-1-methylethyl)-2-oxazolyl]-(S)-1-(4-methoxymethoxybenzyl)-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 10 °C / Inert atmosphere; Reflux

2.1: 12 h / Inert atmosphere; Reflux

3.1: phosphorus pentachloride / chloroform; N,N-dimethyl-formamide / -78 - 20 °C / Inert atmosphere

4.1: sodium tetrahydroborate / ethanol / 15 - 20 °C / Inert atmosphere

5.1: toluene-4-sulfonic acid / benzene / Inert atmosphere; Reflux

6.1: tert.-butyl lithium / tetrahydrofuran; pentane / 5.5 h / -78 °C / Inert atmosphere

6.2: 0.5 h / -100 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; phosphorus pentachloride; tert.-butyl lithium; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide; pentane; benzene;
DOI:10.3998/ark.5550190.0012.514

Reference yield:

: 7-benzyloxy-6-methoxy-3,4-dihydroisoquinoline hydrochloride

: 1263210-03-2
2-[4,5-dihydro-4-((R)-1-methylethyl)-2-oxazolyl]-(S)-1-(4-methoxymethoxybenzyl)-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / ethanol / 15 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / benzene / Inert atmosphere; Reflux

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 5.5 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -100 °C

With sodium tetrahydroborate; tert.-butyl lithium; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; pentane; benzene;
DOI:10.3998/ark.5550190.0012.514