Methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(trifluoromethane)sulfonyloxy]phenyl}acetate

Base Information

• Chemical Name: Methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(trifluoromethane)sulfonyloxy]phenyl}acetate
• CAS No.: 225517-17-9
• Molecular Formula: C₁₅H₁₈F₃NO₇S
• Molecular Weight: 413.372
• Hs Code.: 2930909899
• Mol file: 225517-17-9.mol

Synonyms:N-tert-butoxycarbonyl-(S)-4-(trifluoromethylsulfonyloxy)phenylglycine methyl ester

Chemical Property of Methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(trifluoromethane)sulfonyloxy]phenyl}acetate

Chemical Property:

Purity/Quality:

Methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(trifluoromethane)sulfonyloxy]phenyl}acetate ^*data from reagent suppliers

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Technology Process of Methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(trifluoromethane)sulfonyloxy]phenyl}acetate

There total 5 articles about Methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(trifluoromethane)sulfonyloxy]phenyl}acetate 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: 85.0%

trifluoromethylsulfonic anhydride (358-23-6) + (S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester (225517-15-7) → N-tert-butoxycarbonyl-(S)-4-(trifluoromethylsulfonyloxy)phenylglycine methyl ester (225517-17-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0960-894X(02)00460-2

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-(S)-4-(trifluoromethylsulfonyloxy)phenylglycine methyl ester (225517-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH / dioxane / 20 °C

2: tetrahydrofuran; ethanol / 20 °C

3: CH₂Cl₂ / 20 °C

With sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2007.04.145

Reference yield:

(S)-hydroxyphenylglycine (32462-30-9) → N-tert-butoxycarbonyl-(S)-4-(trifluoromethylsulfonyloxy)phenylglycine methyl ester (225517-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH / dioxane / 20 °C

2: tetrahydrofuran; ethanol / 20 °C

3: CH₂Cl₂ / 20 °C

With sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2007.04.145

upstream raw materials:

trifluoromethylsulfonic anhydride

(S)-N^α-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester

N,N-phenylbistrifluoromethane-sulfonimide

di-tert-butyl dicarbonate

Downstream raw materials:

3-Biphenyl-4-yl-3-{[(S)-1-(3,5-dichloro-benzenesulfonyl)-pyrrolidine-2-carbonyl]-amino}-propionic acid methyl ester

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