1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione
• CAS No.: 174290-96-1
• Molecular Formula: C₄₃H₃₈N₄O₈
• Molecular Weight: 738.797
• Mol file: 174290-96-1.mol

Synonyms:1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione

Chemical Property of 1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione

There total 4 articles about 1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione 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%

1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1-<2-(trimethylsilyl)ethoxymethyl>-1H-indol-3-yl)-1H-pyrrole-2,5-dione (174290-95-0) → 1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione (174290-96-1)

Guidance literature:

With 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2.5h; Heating;

DOI:10.1021/ja952907g

Reference yield:

1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-6-O-(4-methoxybenzyl)-2-O-<(pentafluorophenoxy)thiocarbonyl>-α-D-altropyranosyl>-1H-indol-3-yl)-3-(1-<2-(trimethylsilyl)ethoxymethyl>-1H-indol-3-yl)-1H-pyrrole-2,5-dion (174290-92-7) → 1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione (174290-96-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / n-Bu₃SnH, AIBN / benzene / 2 h / Heating

2: 97 percent / DDQ, H₂O / CH₂Cl₂ / Ambient temperature

3: 91 percent / tetrabutylammonium fluoride, molecular sieves 4A / tetrahydrofuran / 2.5 h / Heating

With 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/ja952907g

Reference yield:

1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1-<2-(trimethylsilyl)ethoxymethyl>-1H-indol-3-yl)-1H-pyrrole-2,5-dione (174290-94-9) → 1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione (174290-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / DDQ, H₂O / CH₂Cl₂ / Ambient temperature

2: 91 percent / tetrabutylammonium fluoride, molecular sieves 4A / tetrahydrofuran / 2.5 h / Heating

With 4 A molecular sieve; tetrabutyl ammonium fluoride; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja952907g

upstream raw materials:

1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1-<2-(trimethylsilyl)ethoxymethyl>-1H-indol-3-yl)-1H-pyrrole-2,5-dione

1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-allopyranosyl>-1H-indol-3-yl)-3-(1-<2-(trimethylsilyl)ethoxymethyl>-1H-indol-3-yl)-1H-pyrrole-2,5-dione

1-<(benzyloxy)methyl>-3,4-dihydro-4-(<3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-6-O-(4-methoxybenzyl)-2-O-<(pentafluorophenoxy)thiocarbonyl>-α-D-altropyranosyl>-1H-indol-3-yl)-3-(1-<2-(trimethylsilyl)ethoxymethyl>-1H-indol-3-yl)-1H-pyrrole-2,5-dion

Downstream raw materials:

1-<(benzyloxy)methyl>-12-(3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2-deoxy-α-D-allopyranosyl)indolo<2.3-a>pyrrolo<3,4-c>carbazole-5,7-dione

1-<(benzyloxy)methyl>-12-(3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2,6-dideoxy-5,6-anhydro-α-D-allopyranosyl)indolo<2.3-a>pyrrolo<3,4-c>carbazole-5,7-dione

3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-6-N,4'-N-bis<(benzyloxy)methyl>-ent-1'-iodo-7-oxostaurosporine

1-<(benzyloxy)methyl>-12-(3-<<(benzyloxy)methyl>amino>-3-N,4-O-carbonyl-2,6-dideoxy-6-iodo-α-D-allopyranosyl)indolo<2.3-a>pyrrolo<3,4-c>carbazole-5,7-dione