N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide

Base Information

Chemical Name:N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide
CAS No.:127766-50-1
Molecular Formula:C₁₆H₂₀F₃NO₅
Molecular Weight:363.334
Hs Code.:

Synonyms:N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide

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Chemical Property of N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide

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Technology Process of N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide

There total 1 articles about N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide 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: 89.0%

: 127853-68-3
methyl 4,6-O-benzylidene-3-trifluoroacetamido-2,3-dideoxy-α-D-ribo-hexopyranoside

: 127766-50-1
N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide

Guidance literature:: With triethylsilane; titanium tetrachloride; at -70 ℃; for 0.5h;
DOI:10.1016/S0040-4039(01)89006-7

Reference yield: 82.0%

: 127766-50-1
N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide

: 127766-51-2
Benzoic acid (2R,3S,4S,6S)-2-benzyloxymethyl-6-methoxy-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Guidance literature:: benzoylation;
DOI:10.1016/S0040-4039(01)89006-7

Reference yield:

: 127766-50-1
N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide

: 127766-59-0
(2S,3S,4S,6S)-3-Benzoyloxy-6-hydroxy-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / benzoylation

2: 98 percent / H₂ / Pd/C

3: NaIO₄ / RuCl₃ / acetonitrile; CH₂Cl₂; H₂O / 3 h / 20 °C

5: 57 percent / CF₃COOH/H₂₀ (80:20) / 14 h / 20 °C

With sodium periodate; water; hydrogen; trifluoroacetic acid; ruthenium trichloride; palladium on activated charcoal; In dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(01)89006-7