6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide

Base Information

• Chemical Name: 6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide
• CAS No.: 171020-04-5
• Molecular Formula: C₄₆H₆₁N₃O₈SSi
• Molecular Weight: 844.157
• Mol file: 171020-04-5.mol

Synonyms:6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide

Chemical Property of 6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide

There total 8 articles about 6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide 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: 94.0%

benzyl <<2-(trimethylsilyl)ethyl>sulfonyl>carbamate (168432-63-1) + 6-benzyl 4-tert-butyl 2-benzyl-2,6-diaza-1-phenyl-9-nonanol-4,6-dicarboxylate (171020-03-4) → 6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide (171020-04-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 0 deg C, 30 min; room temp., 3.5 h;

DOI:10.1016/0040-4020(95)00697-7

Reference yield:

2-(trimethylsilyl)ethanesulfonamide (125486-96-6) → 6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide (171020-04-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / 1.6 M MeLi; 60percent NaH, N,N,N,N-tetramethylethylenediamine / tetrahydrofuran; diethyl ether / -78 deg C, 15 min, 0 deg C, 25 min; -78 deg C, 0 deg C, 10 min, room temp. 21 h

2: 94 percent / Ph₃P, EtO₂CN=NCO₂Et / tetrahydrofuran / 0 deg C, 30 min; room temp., 3.5 h

With N,N,N,N,-tetramethylethylenediamine; methyllithium; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether;

DOI:10.1016/0040-4020(95)00697-7

Reference yield:

tert-butyl 2-(bromomethyl)acrylate (53913-96-5) → 6,10-dibenzyl 12-tert-butyl 14-benzyl-2,2-dimethyl-15-phenyl-5-thia-6,10,14-triaza-2-silapentadecane-6,10,12-tricarboxylate, 5,5-dioxide (171020-04-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / K₂CO₃ / acetonitrile / 3 h / Heating

2: 66 percent / 1.6 M n-BuLi / tetrahydrofuran; hexane / 3.5 h / -78 °C

3: 84 percent / Et₃N / tetrahydrofuran / 0 deg C, 10 min; reflux, 1.75 h

4: 97 percent / Bu₄NF / tetrahydrofuran / 2.25 h / Ambient temperature

5: 94 percent / Ph₃P, EtO₂CN=NCO₂Et / tetrahydrofuran / 0 deg C, 30 min; room temp., 3.5 h

With n-butyllithium; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1016/0040-4020(95)00697-7

upstream raw materials:

benzyl <<2-(trimethylsilyl)ethyl>sulfonyl>carbamate

6-benzyl 4-tert-butyl 2-benzyl-2,6-diaza-1-phenyl-9-nonanol-4,6-dicarboxylate

2-(trimethylsilyl)ethanesulfonamide

tert-butyl 2-(bromomethyl)acrylate

Refernces