6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde

Base Information

• Chemical Name: 6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde
• CAS No.: 145653-97-0
• Molecular Formula: C₂₄H₂₉NO₇
• Molecular Weight: 443.497

Synonyms:6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde

Chemical Property of 6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of 6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde

There total 6 articles about 6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde 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: 100.0%

6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2-hydroxy-3-methoxybenzaldehyde (145653-96-9) + dimethyl sulfate (77-78-1) → 6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde (145653-97-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 40 ℃; for 2h;

DOI:10.1248/cpb.40.1993

Reference yield:

4-formyl-7-methoxy-2-methylbenzofuran (130627-28-0) → 6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde (145653-97-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 61 percent / CH₃COONH₄ / acetic acid / 1.5 h / Heating

2: LiAlH₄ / tetrahydrofuran; diethyl ether / 0.83 h / Heating

3: 76 percent / 10percent NaOH / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 98 percent / 4-dimethylaminopyridine / acetonitrile / 67 h / Ambient temperature

5: 1.) OsO₄, pyridine, 2.) sodium hydrogen sulfite / 1.) RT, 3.5 h, 2.) water, RT, 2.5 h

6: 76 percent / NaIO₄ / methanol; H₂O / 0.08 h / Ambient temperature

7: 100 percent / K₂CO₃ / dimethylformamide / 2 h / 40 °C

With pyridine; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; ammonium acetate; potassium carbonate; sodium hydrogensulfite; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.40.1993

Reference yield:

7-methoxy-2-methyl-4-(2-nitrovinyl)benzofuran (145653-89-0) → 6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dimethoxybenzaldehyde (145653-97-0)

Guidance literature:

Multi-step reaction with 6 steps

1: LiAlH₄ / tetrahydrofuran; diethyl ether / 0.83 h / Heating

2: 76 percent / 10percent NaOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 98 percent / 4-dimethylaminopyridine / acetonitrile / 67 h / Ambient temperature

4: 1.) OsO₄, pyridine, 2.) sodium hydrogen sulfite / 1.) RT, 3.5 h, 2.) water, RT, 2.5 h

5: 76 percent / NaIO₄ / methanol; H₂O / 0.08 h / Ambient temperature

6: 100 percent / K₂CO₃ / dimethylformamide / 2 h / 40 °C

With pyridine; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; potassium carbonate; sodium hydrogensulfite; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.40.1993

upstream raw materials:

6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2-hydroxy-3-methoxybenzaldehyde

dimethyl sulfate

4-formyl-7-methoxy-2-methylbenzofuran

7-methoxy-2-methyl-4-(2-nitrovinyl)benzofuran

Downstream raw materials:

2-carbobenzoxy-1,7,8-trimethoxy-1,2,3,4-tetrahydroisoquinoline

1,2,3,4-tetrahydro-7,8-dimethoxyisoquinoline

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