N⁵-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole

Base Information

• Chemical Name: N⁵-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole
• CAS No.: 144667-31-2
• Molecular Formula: C₃₅H₃₄N₂O₇
• Molecular Weight: 594.664

Synonyms:N⁵-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole

Chemical Property of N⁵-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁵-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole

There total 9 articles about N⁵-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole 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: 91.0%

O-benzyl-N2,N5-dibenzoyl-2,5-diamino-4-(2,2-dimethyl-1,3-dioxan-5-yl)-3-(3,3-dimethoxy-2-oxopropyl)phenol (144667-30-1) → N5-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole (144667-31-2)

Guidance literature:

With hydrogenchloride; In methanol; at 25 ℃; for 2h;

DOI:10.1021/ja00051a045

Reference yield:

O-Benzyl-N2,N5-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol (124400-60-8) → N5-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole (144667-31-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 71 percent / NaBH₄ / ethanol / a) 0 deg C, 30 min, b) 25 deg C, 2.5 h

2: 100 percent / TsOH / dimethylformamide / 24 h / 25 °C

3: 100 percent / Pb(OAc)4 / CHCl₃ / 1.5 h / 25 °C

4: 2.) H₂O, phosphate buffer pH 4.0 / 1.) THF, 25 deg C, 10 min, 2.) THF, 25 deg C, 24 h

5: 81 percent / 2 N HCl-CH₃OH / 2 h / 25 °C

With lead(IV) acetate; hydrogenchloride; sodium tetrahydroborate; phosphate buffer pH 4.0; water; toluene-4-sulfonic acid; In ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/ja00073a019

Reference yield:

O-benzyl-N2,N5-dibenzoyl-2,5-diamino-4-(bis(hydroxymethyl)methyl)phenol (144667-27-6) → N5-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole (144667-31-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / TsOH / dimethylformamide / 24 h / 25 °C

2: 100 percent / Pb(OAc)4 / CHCl₃ / 1.5 h / 25 °C

3: 2.) H₂O, phosphate buffer pH 4.0 / 1.) THF, 25 deg C, 10 min, 2.) THF, 25 deg C, 24 h

4: 81 percent / 2 N HCl-CH₃OH / 2 h / 25 °C

With lead(IV) acetate; hydrogenchloride; phosphate buffer pH 4.0; water; toluene-4-sulfonic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/ja00073a019

upstream raw materials:

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

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

O-benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(bis(hydroxymethyl)methyl)phenol

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

Downstream raw materials:

5-(benzyloxy)-3,6-dibenzoyl-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

duocarmycin

(+)-duocarmycin SA

methyl (1R/S)-1-(chloromethyl)-5-hydroxy-3-[(5,6,7-trimethoxyindole-2-yl)carbonyl]-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 144667-31-2 N⁵-benzoyl-5-amino-1-benzoyl-7-(benzyloxy)-4-(bis(hydroxymethyl)methyl)-2-(dimethoxymethyl)indole

Send

Send

Metric Ton KG G Pound L ML

Send

Send