4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran

Base Information

• Chemical Name: 4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran
• CAS No.: 145653-94-7
• Molecular Formula: C₂₅H₂₉NO₆
• Molecular Weight: 439.508

Synonyms:4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran

Chemical Property of 4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran

Chemical Property:

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Technology Process of 4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran

There total 4 articles about 4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran 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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-(2-N-carbobenzoxyaminoethyl)-7-methoxy-2-methylbenzofuran (145653-90-3) → 4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran (145653-94-7)

Guidance literature:

With dmap; In acetonitrile; for 67h; Ambient temperature;

DOI:10.1248/cpb.40.1993

Reference yield:

4-formyl-7-methoxy-2-methylbenzofuran (130627-28-0) → 4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran (145653-94-7)

Guidance literature:

Multi-step reaction with 4 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

With dmap; sodium hydroxide; lithium aluminium tetrahydride; ammonium acetate; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; acetonitrile;

DOI:10.1248/cpb.40.1993

Reference yield:

7-methoxy-2-methyl-4-(2-nitrovinyl)benzofuran (145653-89-0) → 4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-7-methoxy-2-methylbenzofuran (145653-94-7)

Guidance literature:

Multi-step reaction with 3 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

With dmap; sodium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1248/cpb.40.1993

upstream raw materials:

di-tert-butyl dicarbonate

4-(2-N-carbobenzoxyaminoethyl)-7-methoxy-2-methylbenzofuran

4-formyl-7-methoxy-2-methylbenzofuran

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

Downstream raw materials:

4-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2,3-dihydroxy-7-methoxy-2-methyl-2,3-dihydrobenzofuran

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

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

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