6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine

Base Information

• Chemical Name: 6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine
• CAS No.: 174291-05-5
• Molecular Formula: C₄₀H₃₄N₄O₈
• Molecular Weight: 698.732
• Mol file: 174291-05-5.mol

Synonyms:6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine

Chemical Property of 6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine

There total 4 articles about 6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine 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:

di-tert-butyl dicarbonate (24424-99-5) → 6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine (174291-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / DMAP, Et₃N / tetrahydrofuran / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 30 min

With dmap; sodium hydride; triethylamine; In tetrahydrofuran;

DOI:10.1021/ja952907g

Reference yield:

3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-6-N,4'-N-bis<(benzyloxy)methyl>-ent-7-oxostaurosporine (174291-02-2) → 6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine (174291-05-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) H₂, Pd(OH)2/C, 2.) NaOMe / 1.) AcOEt, MeOH, RT, overnight, 2.) MeOH, 30 min

2: 81 percent / DMAP, Et₃N / tetrahydrofuran / Ambient temperature

3: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 30 min

With dmap; palladium dihydroxide; hydrogen; sodium methylate; sodium hydride; triethylamine; In tetrahydrofuran;

DOI:10.1021/ja952907g

Reference yield:

3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxostaurosporine (174291-03-3) → 6-N-<(benzyloxy)methyl>-3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine (174291-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / DMAP, Et₃N / tetrahydrofuran / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 30 min

With dmap; sodium hydride; triethylamine; In tetrahydrofuran;

DOI:10.1021/ja952907g

upstream raw materials:

Benzyloxymethyl chloride

3'-O,4'-N-carbonyl-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine

di-tert-butyl dicarbonate

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

Downstream raw materials:

6-N-<(benzyloxy)methyl>-3'-O-desmethyl-4'-N-desmethyl-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine

staurosporine

6-N-<(benzyloxy)methyl>-ent-7-oxo-4'-N-(tert-butyloxycarbonyl)staurosporine

ent-7-oxostaurosporine