C₃₉H₆₇N₃O₉Si

Base Information

• Chemical Name: C₃₉H₆₇N₃O₉Si
• CAS No.: 766513-86-4
• Molecular Formula: C₃₉H₆₇N₃O₉Si
• Molecular Weight: 750.061
• Mol file: 766513-86-4.mol

Synonyms:C₃₉H₆₇N₃O₉Si

Chemical Property of C₃₉H₆₇N₃O₉Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₉H₆₇N₃O₉Si

There total 11 articles about C₃₉H₆₇N₃O₉Si 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: 89.0%

(3S,4R)-4-(tert-butoxycarbonylamino)-5-methyl-3-(tert-butyldimethylsilanyloxy)hexanoic acid (766513-79-5) + N-(N-α-hydroxyisovaleryl-L-leucyl)-L-alanine benzyl ester (766513-85-3) → C39H67N3O9Si (766513-86-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at -5 ℃; for 7h;

DOI:10.1021/jo070412r

Reference yield:

(3S,4R)-4-(tert-butoxycarbonylamino)-5-methyl-3-(tert-butyldimethylsilanyloxy)hexanoic acid methyl ester (766513-78-4) → C39H67N3O9Si (766513-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaOH / methanol; tetrahydrofuran; diethyl ether / 0 - 20 °C

2: 89 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 7 h / -5 °C

With dmap; sodium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1021/jo070412r

Reference yield:

Boc-D-Val-OH (22838-58-0) → C39H67N3O9Si (766513-86-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / pyridine / 1 h / 20 °C

2: 61 percent / lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

3: 92 percent / potassium borohydride / methanol / 0.83 h / -78 - 0 °C

4: 98 percent / imidazole / dimethylformamide / 18.5 h / 0 - 20 °C

5: 70 percent / NaOH / methanol; tetrahydrofuran; diethyl ether / 0 - 20 °C

6: 89 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 7 h / -5 °C

With pyridine; 1H-imidazole; dmap; sodium hydroxide; potassium borohydride; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo070412r

upstream raw materials:

(3S,4R)-4-(tert-butoxycarbonylamino)-5-methyl-3-(tert-butyldimethylsilanyloxy)hexanoic acid

N-(N-α-hydroxyisovaleryl-L-leucyl)-L-alanine benzyl ester

(3S,4R)-4-(tert-butoxycarbonylamino)-5-methyl-3-(tert-butyldimethylsilanyloxy)hexanoic acid methyl ester

Boc-D-Val-OH

Downstream raw materials:

C₅₆H₇₉N₅O₁₅

C₄₁H₆₇N₅O₁₃

C₄₁H₆₅N₅O₁₂