6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester

Base Information

• Chemical Name: 6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester
• CAS No.: 1396314-79-6
• Molecular Formula: C₂₅H₄₀O₇Si
• Molecular Weight: 480.674
• Mol file: 1396314-79-6.mol

Synonyms:6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester

Chemical Property of 6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester

There total 6 articles about 6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester 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: 75.0%

tert-butyldimethylsiloxylactoyl lactic acid (188776-87-6) + 6-hydroxyhexanoic acid phenylmethyl ester (125878-06-0) → 6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester (1396314-79-6)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1016/j.jorganchem.2012.06.001

Reference yield:

6-Hydroxyhexanoic acid (1191-25-9) → 6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester (1396314-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C

2: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; dmap / dichloromethane / 10 h / 20 °C

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane;

DOI:10.1016/j.jorganchem.2012.06.001

Reference yield:

L,L-dilactide (4511-42-6,26680-10-4,26969-66-4,615-95-2) → 6-[(S)-2-((S)-2-(tertbutyldimethylsilyloxy)propanoyloxy)propanoate] hexanoic benzyl ester (1396314-79-6)

Guidance literature:

Multi-step reaction with 4 steps

1: camphor-10-sulfonic acid / toluene

2: 1H-imidazole / N,N-dimethyl-formamide

3: hydrogen; 10% Pd/C / ethyl acetate

4: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; dmap / dichloromethane / 10 h / 20 °C

With 1H-imidazole; dmap; camphor-10-sulfonic acid; 10% Pd/C; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.jorganchem.2012.06.001

upstream raw materials:

6-Hydroxyhexanoic acid

tert-butyldimethylsiloxylactoyl lactic acid

6-hydroxyhexanoic acid phenylmethyl ester

L,L-dilactide

Downstream raw materials:

6-[(S)-2-((S)-2-hydroxypropanoyloxy)propanoate]hexanoic benzyl ester

C₃₇H₅₈O₁₃Si