4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester
CAS No.:205191-97-5
Molecular Formula:C₄₀H₄₅N₁₃O₁₆
Molecular Weight:963.875
Hs Code.:

4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

Synonyms:4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

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Chemical Property of 4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

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Technology Process of 4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

There total 1 articles about 4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-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: 18.0%

: 182554-04-7
1,3,2′,6′-tetraazido-6,3′,4′-tri-O-acetylneamine

: 1,2-O-(4-nitrobenzoyl)-3-O-allyl-5-O-benzyl-D-ribofuranose

: 205191-97-5
4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

: 4-Nitro-benzoic acid (2R,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; for 4.5h;
DOI:10.1021/ja972599h

Reference yield: 93.0%

: 205191-97-5
4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

: 205191-99-7
(2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; methanol; Ambient temperature;
DOI:10.1021/ja972599h

Reference yield:

: 205191-97-5
4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

: C₆₅H₈₂N₆O₁₂

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / aq. LiOH / methanol; dioxane / Ambient temperature

2: 84 percent / NaH / dimethylformamide / 1 h

3: 1.) O₃, 2.) DMS / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 2 d

4: 54 percent / NaCNBH₃, AcOH / tetrahydrofuran; methanol

5: PMe₃, aq. NaOH / tetrahydrofuran / 10 h

With lithium hydroxide; sodium hydroxide; 2,3-dimercapto-succinic acid; sodium hydride; sodium cyanoborohydride; ozone; acetic acid; trimethylphosphane; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja972599h