methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

Base Information

Chemical Name:methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
CAS No.:309250-00-8
Molecular Formula:C₂₈H₂₈BrNO₇
Molecular Weight:570.437
Hs Code.:

Synonyms:methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

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Chemical Property of methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

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Technology Process of methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

There total 7 articles about methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate 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: 32.4%

: 79-22-1
methyl chloroformate

: 309249-99-8
1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

: 309250-00-8
methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In chloroform; at 20 ℃; for 3h;
DOI:10.1071/CH00024

Reference yield:

: 2220-19-1
β-<2-methoxy-3,4-methylenedioxy-phenyl>-ethylamine

: 309250-00-8
methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 32.0 g / NaHCO₃ / CHCl₃ / 5 h / 20 °C

2: 62.9 percent / POCl₃ / benzene / 3 h / Heating

3: 89.3 percent / NaBH₄ / ethanol / 1 h / Heating

4: 32.4 percent / NaHCO₃ / CHCl₃ / 3 h / 20 °C

With sodium tetrahydroborate; sodium hydrogencarbonate; trichlorophosphate; In ethanol; chloroform; benzene; 2: Bischler-Napieralski reaction;
DOI:10.1071/CH00024

Reference yield:

: 5487-33-2
O-benzylhomoisovanillic acid

: 309250-00-8
methyl 1-(5-benzyloxy-2-bromo-4-methoxybenzyl)-5-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 68.2 percent / Br₂; NaOAc / acetic acid / 1 h / 20 °C

2: SOCl₂ / CHCl₃ / 1 h / Heating

3: 32.0 g / NaHCO₃ / CHCl₃ / 5 h / 20 °C

4: 62.9 percent / POCl₃ / benzene / 3 h / Heating

5: 89.3 percent / NaBH₄ / ethanol / 1 h / Heating

6: 32.4 percent / NaHCO₃ / CHCl₃ / 3 h / 20 °C

With sodium tetrahydroborate; thionyl chloride; bromine; sodium acetate; sodium hydrogencarbonate; trichlorophosphate; In ethanol; chloroform; acetic acid; benzene; 4: Bischler-Napieralski reaction;
DOI:10.1071/CH00024