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

Base Information

• Chemical Name: O-benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(2,2-dimethyl-1,3-dioxan-5-yl)-3-(3,3-dimethoxy-2-oxopropyl)phenol
• CAS No.: 144667-30-1
• Molecular Formula: C₃₈H₄₀N₂O₈
• Molecular Weight: 652.744

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

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

Chemical Property:

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• Pictogram(s):  
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MSDS Files:

Useful:

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

There total 7 articles about O-benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(2,2-dimethyl-1,3-dioxan-5-yl)-3-(3,3-dimethoxy-2-oxopropyl)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:

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-4-(2,2-dimethyl-1,3-dioxan-5-yl)-3-(3,3-dimethoxy-2-oxopropyl)phenol (144667-30-1)

Guidance literature:

Multi-step reaction with 4 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

With lead(IV) acetate; 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-(2,2-dimethyl-1,3-dioxan-5-yl)phenol (144667-28-7) → 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)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Pb(OAc)4 / CHCl₃ / 1.5 h / 25 °C

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

With lead(IV) acetate; phosphate buffer pH 4.0; water; In chloroform;

DOI:10.1021/ja00073a019

Reference yield:

O-benzyl-N2,N5-dibenzoyl-2,5-diamino-4-(bis(hydroxymethyl)methyl)phenol (144667-27-6) → 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)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/ja00073a019

upstream raw materials:

pyrrolidine enamine of pyruvaldehyde dimethyl acetal

C₃₃H₃₀N₂O₅

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

Downstream raw materials:

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

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

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

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