(S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate

Base Information

• Chemical Name: (S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate
• CAS No.: 952507-74-3
• Molecular Formula: C₂₆H₂₆F₃NO₅S
• Molecular Weight: 521.557

Synonyms:(S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate

Chemical Property of (S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate

Chemical Property:

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Technology Process of (S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate

There total 2 articles about (S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate 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: 94.0%

(S)-2,2,2-trifluoro-N-(3-hydroxy-4-(trityloxy)butyl)-acetamide (952507-70-9) + methanesulfonyl chloride (124-63-0) → (S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate (952507-74-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2007.07.044

Reference yield:

(2S)-4-amino-1-(triphenylmethoxy)-2-butanol (841261-74-3) → (S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate (952507-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / pyridine; potassium carbonate / tetrahydrofuran / 0.5 h

2: 94 percent / diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2007.07.044

Reference yield: 78.0%

(S)-4-(2,2,2-trifluoroacetamido)-1-(trityloxy)butan-2-yl-methanesulfonate (952507-74-3) → (R)-2-(trifluoromethyl)-6-(trityloxymethyl)-5,6-dihydro-4H-1,3-oxazine (952507-79-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 0.75h;

DOI:10.1016/j.tet.2007.07.044

upstream raw materials:

(S)-2,2,2-trifluoro-N-(3-hydroxy-4-(trityloxy)butyl)-acetamide

methanesulfonyl chloride

(2S)-4-amino-1-(triphenylmethoxy)-2-butanol

Downstream raw materials:

(R)-2-(trifluoromethyl)-6-(trityloxymethyl)-5,6-dihydro-4H-1,3-oxazine

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