methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate

Base Information

Chemical Name:methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate
CAS No.:302593-18-6
Molecular Formula:C₂₈H₂₉NO₅
Molecular Weight:459.542
Hs Code.:

Synonyms:methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate

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Chemical Property of methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate

Chemical Property:

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Technology Process of methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate

There total 6 articles about methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate 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:

: (R)-((4R,5S)-5-Formyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(9-phenyl-9H-fluoren-9-ylamino)-acetic acid methyl ester

: 302593-18-6
methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 0.5h;
DOI:10.1055/s-2000-6408

Reference yield:

: Methyl 2-azido-2-deoxy-3,4:5,6-O-diisopropylidene-L-idonate

: 302593-18-6
methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 10 percent Pd/C / ethyl acetate / 5 h / 20 °C

2: 6.14 g / Pb(NO₃)2; Et₃N / CH₂Cl₂ / 48 h / 20 °C

3: 95 percent / Dowex 50W-X₈ / methanol / 20 h / 20 °C

4: aq. NaIO₄ / ethanol / 1 h / 20 °C

5: 0.80 g / NaBH₄ / aq. ethanol / 0.5 h / 0 °C

With sodium tetrahydroborate; sodium periodate; lead(II) nitrate; Dowex 50W-X₈; hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethyl acetate; 1: Reduction / 2: Substitution / 3: Ring cleavage / 4: Oxidation / 5: Reduction;
DOI:10.1055/s-2000-6408

Reference yield:

: 55135-66-5
9-bromo-9-phenyl-9H-fluorene

: 302593-18-6
methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate

Guidance literature:: Multi-step reaction with 4 steps

1: 6.14 g / Pb(NO₃)2; Et₃N / CH₂Cl₂ / 48 h / 20 °C

2: 95 percent / Dowex 50W-X₈ / methanol / 20 h / 20 °C

3: aq. NaIO₄ / ethanol / 1 h / 20 °C

4: 0.80 g / NaBH₄ / aq. ethanol / 0.5 h / 0 °C

With sodium tetrahydroborate; sodium periodate; lead(II) nitrate; Dowex 50W-X₈; triethylamine; In methanol; ethanol; dichloromethane; 1: Substitution / 2: Ring cleavage / 3: Oxidation / 4: Reduction;
DOI:10.1055/s-2000-6408