2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione
CAS No.:339588-00-0
Molecular Formula:C₃₅H₃₂N₂O₁₁
Molecular Weight:656.646
Hs Code.:

Synonyms:2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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Chemical Property of 2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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Technology Process of 2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

There total 7 articles about 2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 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: 92.0%

: 339587-99-4
2-[(2S,3R,4R,5S,6R)-6-(4-Allyloxy-3-nitro-benzyloxymethyl)-4-benzyloxy-5-hydroxy-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

: 339588-00-0
2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: With triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid; In toluene; at 20 ℃; for 1h;
DOI:10.1021/ja003856c

Reference yield:

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 339588-00-0
2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / K₂CO₃ / acetonitrile / 60 °C

2.1: CaSO₄ / methanol / 2 h

2.2: CSA / methanol / 0.5 h / 40 °C

3.1: CaSO₄ / acetonitrile / 2 h

3.2: 95 percent / CSA / acetonitrile / 2 h / 55 °C

4.1: 93 percent / NaH / dimethylformamide / 4 h / 0 °C

5.1: 100 percent / HCl; NaBH₃CN / dioxane; tetrahydrofuran / 3 h / 20 °C / pH 1 - 2

6.1: 92 percent / Pd(PPh₃)4; Et₃SiH; AcOH / toluene / 1 h / 20 °C

With hydrogenchloride; triethylsilane; calcium sulfate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium cyanoborohydride; potassium carbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja003856c

Reference yield:

: 138906-42-0
p-Methoxyphenyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 339588-00-0
2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-(4-hydroxy-3-nitro-benzyloxymethyl)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: CaSO₄ / acetonitrile / 2 h

1.2: 95 percent / CSA / acetonitrile / 2 h / 55 °C

2.1: 93 percent / NaH / dimethylformamide / 4 h / 0 °C

3.1: 100 percent / HCl; NaBH₃CN / dioxane; tetrahydrofuran / 3 h / 20 °C / pH 1 - 2

4.1: 92 percent / Pd(PPh₃)4; Et₃SiH; AcOH / toluene / 1 h / 20 °C

With hydrogenchloride; triethylsilane; calcium sulfate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja003856c