Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester
CAS No.:285549-66-8
Molecular Formula:C₁₄H₁₅BrF₆N₂O₇
Molecular Weight:517.177
Hs Code.:

Synonyms:Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester

There total 1 articles about Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-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:

: 285549-65-7
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-[(1R,2S,3S,4R,6S)-3-acetoxy-2-hydroxy-4,6-bis-(2,2,2-trifluoro-acetylamino)-cyclohexyloxy]-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester

: Acetic acid (1S,2S,3R,4S,6R)-2,3-dihydroxy-4,6-bis-(2,2,2-trifluoro-acetylamino)-cyclohexyl ester

: 285549-66-8
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester

Guidance literature:: With hydrogen bromide; In acetic acid; at 20 ℃; for 16h;
DOI:10.1021/ol005797d

Reference yield:

: 285549-66-8
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester

: 6-(2-{{(2R,3R,4R,5R,6R)-4,5-Diacetoxy-3-(2,2,2-trifluoro-acetylamino)-6-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-2-yl}-[4-(2,2,2-trifluoro-acetylamino)-butyryl]-amino}-2-methyl-propionylamino)-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / aq. NaN₃; Bu₄NHSO₄; NaHCO₃ / CH₂Cl₂

2: 94 percent / H₂ / PtO₂ / methanol

3: methanol / 1 h

4: methanol

With sodium azide; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; platinum(IV) oxide; In methanol; dichloromethane; 4: Ugi multicomponent reaction;
DOI:10.1039/b501028d

Reference yield:

: 285549-66-8
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-6-bromo-5-(2,2,2-trifluoro-acetylamino)-2-[(2,2,2-trifluoro-acetylamino)-methyl]-tetrahydro-pyran-4-yl ester

: 3,4-di-O-acetyl-N-(2-{[6-(benzyloxy)-6-oxohexyl]amino}-1,1-dimethyl-2-oxoethyl)-2,6-dideoxy-N-[({3,4,6-tri-O-acetyl-2-deoxy-2-[(trifluoroacetyl)amino]-β-D-glucopyranosyl}oxy)acetyl]-2,6-bis[(trifluoroacetyl)amino]-β-D-glucopyranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / aq. NaN₃; Bu₄NHSO₄; NaHCO₃ / CH₂Cl₂

2: 94 percent / H₂ / PtO₂ / methanol

3: methanol / 1 h

4: methanol

With sodium azide; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; platinum(IV) oxide; In methanol; dichloromethane; 4: Ugi multicomponent reaction;
DOI:10.1039/b501028d