4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester
CAS No.:151767-43-0
Molecular Formula:C₃₄H₂₇F₃N₂O₁₂
Molecular Weight:712.59
Hs Code.:

4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Synonyms:4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

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Technology Process of 4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

There total 14 articles about 4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-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: 49.0%

: 703-59-3
homophthalic anhydride

: 151767-44-1
4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-5,8-dioxo-3,4,5,8-tetrahydro-1H-isochromen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

: 151767-43-0
4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min; -78 deg C to r.t., 1 h;
DOI:10.1021/jo00096a032

Reference yield:

: 63700-24-3
2,3,6-trideoxy-4-O-(p-nitrobenzoyl)-3-(trifluoroacetamido)-α-L-lyxo-hexopyranosyl p-nitrobenzoate

: (1R,3R)-3-Acetyl-1,6-dihydroxy-3,4-dihydro-1H-2-oxa-naphthacene-5,12-dione

: 151734-63-3
4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1S,3R)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

: 151767-43-0
4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In diethyl ether; dichloromethane; at -15 ℃;
DOI:10.1016/S0040-4039(00)73625-2

Reference yield:

: 76753-25-8,76753-31-6,76753-32-7,76760-23-1,81312-34-7,81312-35-8
2,3,6-Trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxo-hexopyranose

: 151767-43-0
4-Nitro-benzoic acid (2S,3S,4S,6S)-6-((1R,3S)-3-acetyl-6-hydroxy-5,12-dioxo-3,4,5,12-tetrahydro-1H-2-oxa-naphthacen-1-yloxy)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 50 percent / DDQ, molecular sieves 4A / CH₂Cl₂ / 36 h / 45 °C

2: 99 percent / aq. NaHCO₃, ammonium cerium(IV) nitrate / acetonitrile / 0.33 h / Ambient temperature

3: 49 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min; -78 deg C to r.t., 1 h

With ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium hydrogencarbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00096a032