N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide

Base Information

• Chemical Name: N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide
• CAS No.: 914801-93-7
• Molecular Formula: C₁₅H₂₁NO₇S
• Molecular Weight: 359.4
• Mol file: 914801-93-7.mol

Synonyms:N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide

Chemical Property of N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide

There total 3 articles about N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide 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: 71.0%

methyl 2-(methoxymethyloxy)benzoate (27701-23-1) + tert-butyl (methylsulfonyl)carbamate (147751-16-4) → N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide (914801-93-7)

Guidance literature:

tert-butyl (methylsulfonyl)carbamate; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

methyl 2-(methoxymethyloxy)benzoate; In tetrahydrofuran; hexane; at 0 ℃; for 3h;

DOI:10.1021/ol0617289

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide (914801-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 81 percent / DMAP; TEA / CH₂Cl₂ / 12 h / 20 °C

2.1: n-BuLi; (i-Pr)2NEt / hexane; tetrahydrofuran / 1 h / 0 °C

2.2: 71 percent / hexane; tetrahydrofuran / 3 h / 0 °C

With dmap; n-butyllithium; TEA; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ol0617289

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → N-tert-butoxycarbonyl-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethylsulfonamide (914801-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 75 percent / Cs₂CO₃ / dimethylformamide / 6 h / 20 °C

2.1: n-BuLi; (i-Pr)2NEt / hexane; tetrahydrofuran / 1 h / 0 °C

2.2: 71 percent / hexane; tetrahydrofuran / 3 h / 0 °C

With n-butyllithium; caesium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/ol0617289

upstream raw materials:

methyl 2-(methoxymethyloxy)benzoate

tert-butyl (methylsulfonyl)carbamate

di-tert-butyl dicarbonate

methyl salicylate

Downstream raw materials:

5'-amino-5'-N,N⁶-di-tert-butoxycarbonyl-5'-deoxy-2',3'-O-isopropylidene-5'-N-[(2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethyl)sulfonyl]adenosine

5'-amino-5'-N,N⁶-di-tert-butoxycarbonyl-5'-deoxy-2',3'-O-isopropylidene-5'-N-[(1,1-difluoro-2-(2-(methoxymethyloxy)phenyl)-2-oxo-ethyl)sulfonyl]adenosine