N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine benzyl ester

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine benzyl ester
• CAS No.: 191105-20-1
• Molecular Formula: C₁₇H₂₅NO₇S
• Molecular Weight: 387.454
• Mol file: 191105-20-1.mol

Synonyms:N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine benzyl ester

Chemical Property of N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine benzyl ester

There total 3 articles about N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine 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: 96.0%

(S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate (105183-60-6) + methanesulfonyl chloride (124-63-0) → N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine benzyl ester (191105-20-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.chempr.2017.11.007

Reference yield:

(S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate (105183-60-6) + Methanesulfonic anhydride (7143-01-3) → N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine benzyl ester (191105-20-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/b816495a

Reference yield:

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) → N-(tert-butoxycarbonyl)-O-methanesulfonyl-L-homoserine benzyl ester (191105-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 4-methyl-morpholine / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

1.2: 0.5 h / -10 °C / Inert atmosphere

1.3: 0.5 h / -10 - -8 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.chempr.2017.11.007

upstream raw materials:

(S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate

Methanesulfonic anhydride

methanesulfonyl chloride

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

Downstream raw materials:

5'-deoxy-5'-N-methyl-N-[4-{(S)-2-(N-tert-butoxycarbonyl)amino-butyric acid}] benzyl ester-2',3'-O,O-(1-methylethylidene)adenosine

(S)-benzyl 4-azido-2-(tert-butoxycarbonylamino)butanoate