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

Base Information

Chemical Name:(+/-)-2-(2-fluoro-5-methoxybenzyl)-7-methoxy-3-methyl-6-sulfamoyloxy-1,2,3,4-tetrahydroisoquinoline
CAS No.:1064205-55-5
Molecular Formula:C₁₉H₂₃FN₂O₅S
Molecular Weight:410.466
Hs Code.:

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

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

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

There total 10 articles about (+/-)-2-(2-fluoro-5-methoxybenzyl)-7-methoxy-3-methyl-6-sulfamoyloxy-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: 17.0%

: 1064205-48-6
(+/-)-2-(2-fluoro-5-methoxybenzyl)-6-hydroxy-7-methoxy-3-methyl-1,2,3,4-tetrahydroisoquinoline

: 1064205-55-5
(+/-)-2-(2-fluoro-5-methoxybenzyl)-7-methoxy-3-methyl-6-sulfamoyloxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With sulphamoyl chloride; In N,N-dimethyl acetamide; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/cmdc.201300412

Reference yield:

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

: 1064205-55-5
(+/-)-2-(2-fluoro-5-methoxybenzyl)-7-methoxy-3-methyl-6-sulfamoyloxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 80 °C / Microwave irradiation

2: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 2 h / 20 °C

3: sulphamoyl chloride / N,N-dimethyl acetamide / 2 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; sulphamoyl chloride; hydrogen; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201300412

Reference yield:

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

: 1064205-55-5
(+/-)-2-(2-fluoro-5-methoxybenzyl)-7-methoxy-3-methyl-6-sulfamoyloxy-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: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 80 °C / Microwave irradiation

8: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 2 h / 20 °C

9: sulphamoyl chloride / N,N-dimethyl acetamide / 2 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; palladium 10% on activated carbon; sulphamoyl chloride; 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; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/cmdc.201300412