N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide

Base Information

• Chemical Name: N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide
• CAS No.: 304682-05-1
• Molecular Formula: C₂₄H₃₀N₂O₉
• Molecular Weight: 490.51

Synonyms:N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide

Chemical Property of N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide

There total 3 articles about N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide 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: 86.0%

N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-3-nitro-benzamide (304682-04-0) + methyl iodide (74-88-4) → N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide (304682-05-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 6h;

DOI:10.1021/ol0063104

Reference yield:

4-aminobenzo-18-crown-6 (68941-06-0) → N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide (304682-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 12 h / cooling

2: 86 percent / potassium tert-butoxide / tetrahydrofuran / 6 h

With dmap; potassium tert-butylate; In tetrahydrofuran; 1: Addition / 2: Methylation;

DOI:10.1021/ol0063104

Reference yield:

m-nitrobenzoic acid chloride (121-90-4) → N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-nitro-benzamide (304682-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 12 h / cooling

2: 86 percent / potassium tert-butoxide / tetrahydrofuran / 6 h

With dmap; potassium tert-butylate; In tetrahydrofuran; 1: Addition / 2: Methylation;

DOI:10.1021/ol0063104

upstream raw materials:

N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-3-nitro-benzamide

methyl iodide

4-aminobenzo-18-crown-6

m-nitrobenzoic acid chloride

Downstream raw materials:

N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-3-(3-octyl-ureido)-benzamide

3-amino-N-(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-N-methyl-benzamide

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