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

Base Information

• Chemical Name: Methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(trifluoromethane)sulfonyloxy]phenyl}acetate
• CAS No.: 313490-19-6
• Molecular Formula: C₁₅H₁₈F₃NO₇S
• Molecular Weight: 413.372
• Hs Code.: 2922390090
• Mol file: 313490-19-6.mol

Synonyms:methyl N-tert-butoxycarbonyl-4-{[(trifluoromethyl)sulfonyl]oxy}-D-phenylglycinate

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

Chemical Property:

Purity/Quality:

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

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

There total 5 articles about Methyl (2R)-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: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) + (R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate (143323-49-3,141518-55-0) → methyl N-tert-butoxycarbonyl-4-{[(trifluoromethyl)sulfonyl]oxy}-D-phenylglycinate (313490-19-6)

Guidance literature:

With pyridine; In dichloromethane; at -78 - 20 ℃; for 2 - 12h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → methyl N-tert-butoxycarbonyl-4-{[(trifluoromethyl)sulfonyl]oxy}-D-phenylglycinate (313490-19-6)

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:

D-4-hydroxyphenylglycine (22818-40-2) → methyl N-tert-butoxycarbonyl-4-{[(trifluoromethyl)sulfonyl]oxy}-D-phenylglycinate (313490-19-6)

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:

N,N-phenylbistrifluoromethane-sulfonimide

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate

di-tert-butyl dicarbonate

D-4-hydroxyphenylglycine

Downstream raw materials:

trifluoromethanesulfonic acid 4-((R)-1-tert-butoxycarbonylamino-2-hydroxyethyl)phenyl ester

C₁₅H₁₈N₂O₄

methyl N-tert-butoxycarbonyl-4-(3-thienyl)-D-phenylglycinate

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