(+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinoline
CAS No.:1602588-79-3
Molecular Formula:C₂₈H₄₂ClNO₃Si
Molecular Weight:504.185
Hs Code.:

Synonyms:(+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of (+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinoline

There total 9 articles about (+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-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: 72.0%

: 3771-13-9
2-(bromomethyl)-1-chloro-4-methoxybenzene

: 1602588-43-1
(+/-)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydro-isoquinoline

: 1602588-79-3
(+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 80 ℃; for 18h; Microwave irradiation;
DOI:10.1002/cmdc.201300412

Reference yield:

: 1064202-11-4
(+/-)-6-benzyloxy-7-methoxy-3-methyl-1,2,3,4-tetrahydroisoquinoline

: 1602588-79-3
(+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen / methanol / 24 h / 20 °C

2: dichloromethane / 22 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 80 °C / Microwave irradiation

With hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201300412

Reference yield:

: 6346-05-0
3-benzyloxy-4-methoxybenzaldehyde

: 1602588-79-3
(+/-)-2-(2-chloro-5-methoxybenzyl)-7-methoxy-3-methyl-6-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 9 steps

1: ammonium acetate / 22 h / 120 °C

2: sodium tetrahydroborate / ethanol; tetrahydrofuran / 2 h / 0 - 20 °C

3: nickel; hydrazine hydrate / methanol / 18 h / 0 - 40 °C

4: triethylamine; acetic anhydride / dichloromethane / 23 h / 0 °C

5: toluene-4-sulfonic acid / toluene / 22 h / 120 °C

6: potassium hydroxide / ethanol; water / 66 h / 120 °C

7: hydrogen / methanol / 24 h / 20 °C

8: dichloromethane / 22 h / 20 °C

9: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 80 °C / Microwave irradiation

With sodium tetrahydroborate; ammonium acetate; hydrogen; acetic anhydride; nickel; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/cmdc.201300412