4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester

Base Information

• Chemical Name: 4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester
• CAS No.: 477884-47-2
• Molecular Formula: C₂₅H₃₃NO₄
• Molecular Weight: 411.541

Synonyms:4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester

Chemical Property of 4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester

Chemical Property:

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Technology Process of 4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester

There total 2 articles about 4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester 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:

4-tert-Butylbenzaldehyde (939-97-9) → 4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester (477884-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MgSO₄; TEA / CH₂Cl₂

1.2: NaBH₄ / methanol; CH₂Cl₂

2.1: DMAP / CHCl₃

With dmap; TEA; magnesium sulfate; In dichloromethane; chloroform;

DOI:10.1246/cl.2002.174

Reference yield:

4-methoxycarbonylbenzylamine hydrochloride → 4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester (477884-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MgSO₄; TEA / CH₂Cl₂

1.2: NaBH₄ / methanol; CH₂Cl₂

2.1: DMAP / CHCl₃

With dmap; TEA; magnesium sulfate; In dichloromethane; chloroform;

DOI:10.1246/cl.2002.174

Reference yield: 97.0%

4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid methyl ester (477884-47-2) → N-(tert-butoxycarbonyl)-N-(4-hydroxymethylbenzyl)-4-tert-butylbenzylamine (801300-45-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/ol0484557

upstream raw materials:

4-tert-Butylbenzaldehyde

Downstream raw materials:

4-{[tert-butoxycarbonyl-(4-tert-butyl-benzyl)-amino]-methyl}-benzoic acid

N-(tert-butoxycarbonyl)-N-(4-hydroxymethylbenzyl)-4-tert-butylbenzylamine

N-(tert-butoxycarbonyl)-N-(4-chloromethylbenzyl)-4-tert-butylbenzylamine

N-(tert-butoxycarbonyl)-N-(4-azidomethylbenzyl)-4-tert-butylbenzylamine

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