2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate

Base Information

• Chemical Name: 2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate
• CAS No.: 916084-86-1
• Molecular Formula: C₃₁H₄₄N₂O₈Si₂
• Molecular Weight: 628.87
• Mol file: 916084-86-1.mol

Synonyms:2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate

Chemical Property of 2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate

There total 5 articles about 2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate 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: 90.0%

3,5-bis((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-N-(prop-2-ynyl)benzamide (916084-85-0) + 4-Nitrophenyl chloroformate (7693-46-1) → 2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate (916084-86-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1002/chem.200601263

Reference yield:

4-hydroxy-3,5-bis(hydroxymethyl)-N-(prop-2-ynyl)benzamide (916084-84-9) → 2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate (916084-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 90 percent / NEt₃ / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/chem.200601263

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-(prop-2-ynylcarbamoyl)phenyl 4-nitrophenyl carbonate (916084-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 90 percent / NEt₃ / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/chem.200601263

upstream raw materials:

3,5-bis((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-N-(prop-2-ynyl)benzamide

4-Nitrophenyl chloroformate

4-hydroxy-3,5-bis(hydroxymethyl)-N-(prop-2-ynyl)benzamide

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2-{[2,6-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-prop-2-ynylcarbamoyl-phenoxycarbonyl]-methyl-amino}-ethyl)-methyl-carbamic acid tert-butyl ester

{2-[(2,6-bis-hydroxymethyl-4-prop-2-ynylcarbamoyl-phenoxycarbonyl)-methyl-amino]-ethyl}-methyl-carbamic acid tert-butyl ester

C₃₆H₃₇N₅O₁₅

methyl-(2-{methyl-[4-prop-2-ynylcarbamoyl-2,6-bis-(quinolin-6-ylcarbamoyloxymethyl)-phenoxycarbonyl]-amino}-ethyl)-carbamic acid 4-[bis-(2-tert-butoxycarbonylamino-ethyl)-carbamoyloxy]-benzyl ester