O-Benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol

Base Information

• Chemical Name: O-Benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol
• CAS No.: 124400-60-8
• Molecular Formula: C₃₂H₂₈N₂O₇
• Molecular Weight: 552.584

Synonyms:O-Benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol

Chemical Property of O-Benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol

Chemical Property:

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Technology Process of O-Benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol

There total 3 articles about O-Benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol 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: 79.0%

N1,N4-Dibenzoyl-2-(benzyloxy)-p-benzoquinone Diimine (114996-60-0) + malonic acid dimethyl ester (108-59-8) → O-Benzyl-N2,N5-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol (124400-60-8) + O-Benzyl-N2,N5-dibenzoyl-2,5-diamino-3-(1,1-bis(methoxycarbonyl)methyl)phenol (150992-63-5)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at -10 ℃; for 1h; Yields of byproduct given;

DOI:10.1021/jo00291a059

Reference yield: 51.0%

N1,N4-Dibenzoyl-2-(benzyloxy)-p-benzoquinone Diimine (114996-60-0) + malonic acid dimethyl ester (108-59-8) → O-Benzyl-N2,N5-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol (124400-60-8)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at -30 ℃; for 2h;

DOI:10.1021/ja00051a045

Reference yield: 51.0%

C27H20N2O3 + malonic acid dimethyl ester (108-59-8) → O-Benzyl-N2,N5-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol (124400-60-8) + O-Benzyl-N2,N5-dibenzoyl-2,5-diamino-3-(1,1-bis(methoxycarbonyl)methyl)phenol (150992-63-5) + 2-(3,6-Bis-benzoylamino-2-benzyloxy-phenyl)-malonic acid dimethyl ester

Guidance literature:

With sodium methylate; In tetrahydrofuran; at -30 ℃; for 2h; Yields of byproduct given;

DOI:10.1021/ja00073a019

upstream raw materials:

N¹,N⁴-Dibenzoyl-2-(benzyloxy)-p-benzoquinone Diimine

malonic acid dimethyl ester

Downstream raw materials:

5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-formyl-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

O-benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(2,2-dimethyl-1,3-dioxan-5-yl)phenol

methyl 5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

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