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

Base Information

• Chemical Name: 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
• CAS No.: 174290-98-3
• Molecular Formula: C₄₃H₃₅IN₄O₇
• Molecular Weight: 846.678
• Mol file: 174290-98-3.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 6 articles about 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 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: 84.0%

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 (174290-97-2) → 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 (174290-98-3)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1021/ja952907g

Reference yield:

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) → 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 (174290-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / I₂, air / benzene / 8 h / Ambient temperature; Irradiation

2: 84 percent / I₂, Ph₃P, imidazole / CH₂Cl₂ / 6 h / Ambient temperature

With 1H-imidazole; air; iodine; triphenylphosphine; In 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>-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 (174290-98-3)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 73 percent / I₂, air / benzene / 8 h / Ambient temperature; Irradiation

4: 84 percent / I₂, Ph₃P, imidazole / CH₂Cl₂ / 6 h / Ambient temperature

With 1H-imidazole; air; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; iodine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/ja952907g

upstream 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>-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

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

Downstream raw materials:

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