2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

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Chemical Name:2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester
CAS No.:850430-63-6
Molecular Formula:C₃₅H₃₄F₃NO₅
Molecular Weight:605.654
Hs Code.:

Synonyms:2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

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Chemical Property of 2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

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Technology Process of 2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

There total 6 articles about 2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester 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: 90.0%

: 61881-19-4
2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

: (3S,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ol

: 850430-63-6
2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

Guidance literature:: With potassium carbonate; In acetone; at 20 ℃;
DOI:10.1016/j.carres.2010.01.015

Reference yield:

: 61198-82-1
2,3,4-tri-O-benzoyl-6-deoxy-α-L-glucopyranosyl bromide

: 850430-63-6
2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / -10 °C

2: MeONa / methanol / 20 °C

3: NaH / dimethylformamide / 0 - 20 °C

4: 80 percent / TFA / CH₂Cl₂ / 20 °C

5: K₂CO₃ / acetone / 20 °C

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; potassium carbonate; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1055/s-2004-837221

Reference yield:

: 100-39-0
benzyl bromide

: 850430-63-6
2,2,2-Trifluoro-N-phenyl-acetimidic acid (3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 0 - 20 °C

2: 80 percent / TFA / CH₂Cl₂ / 20 °C

3: K₂CO₃ / acetone / 20 °C

With sodium hydride; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1055/s-2004-837221