8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B₂

Base Information

• Chemical Name: 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B₂
• CAS No.: 246034-77-5
• Molecular Formula: C₃₈H₄₄BrN₃O₇Si
• Molecular Weight: 762.773
• Mol file: 246034-77-5.mol

Synonyms:8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B₂

Chemical Property of 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B₂

There total 3 articles about 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B₂ 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:

8-bromomethyl-4-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-2-methyl-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-1,2,3,6,7,8-hexahydro-3,6-diaza-as-indacene-2-carboxylic acid benzyl ester → 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B2 (246034-77-5)

Guidance literature:

With boron trifluoride diethyl etherate; In chloroform; for 17.5h; Yield given; Ambient temperature;

DOI:10.1021/jm990094r

Reference yield:

8-O-tert-butyldimethylsilylduocarmycin B2 (129953-15-7) → 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B2 (246034-77-5)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / 0 °C

2: 35 percent / NaBH₄ / various solvent(s) / 105 h / 0 °C

3: BF₃*Et₂O / CHCl₃ / 17.5 h / Ambient temperature

With sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium carbonate; In chloroform;

DOI:10.1021/jm990094r

Reference yield:

8-bromomethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-1,2,3,6,7,8-hexahydro-3,6-diaza-as-indacene-2-carboxylic acid benzyl ester → 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B2 (246034-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / NaBH₄ / various solvent(s) / 105 h / 0 °C

2: BF₃*Et₂O / CHCl₃ / 17.5 h / Ambient temperature

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In chloroform;

DOI:10.1021/jm990094r

upstream raw materials:

8-O-tert-butyldimethylsilylduocarmycin B₂

Downstream raw materials:

C₂₂H₂₀N₂O₃

C₂₅H₂₇N₃O₃

4'-methoxycinnamoyl 2-methyl-3-(dimethylaminomethyl)-A-ring-pyrrole-duocarmycin C₂