1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol

Base Information

Chemical Name:1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol
CAS No.:733038-20-5
Molecular Formula:C₂₇H₂₈INO₂
Molecular Weight:525.429
Hs Code.:

Synonyms:1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol

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Chemical Property of 1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol

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Technology Process of 1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol

There total 9 articles about 1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol 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: 88.0%

: 733038-19-2
1,2-dideoxy-3,4-O-isopropylidene-5-O-methanesulfonyl-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol

: 733038-20-5
1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol

Guidance literature:: With lithium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 12h;
DOI:10.1271/bbb.68.714

Reference yield:

: 733752-82-4
1-deoxy-3,4:5,6-di-O-isopropylidene-D-gulitol

: 733038-20-5
1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / CH₂Cl₂ / 0.17 h / -10 °C

2: 0.65 g / sodium azide / dimethylformamide / 2 h / 20 °C

3: 85 percent / hydrogen / palladium on carbon / ethyl acetate / 20 °C

4: 79 percent / Pb(NO₃)2; triethylamine / CH₂Cl₂ / 24 h / 20 °C

5: 91 percent / Dowex 50W-X₈ resin / methanol / 24 h / 20 °C

6: NaIO₄ / ethanol; H₂O / 3 h / 20 °C

7: 1.70 g / NaBH₄ / H₂O; ethanol / 0.17 h / 0 °C

8: 96 percent / triethylamine / tetrahydrofuran / 0.17 h / 0 °C

9: 88 percent / LiI / dimethylformamide / 12 h / 80 °C

With pyridine; sodium tetrahydroborate; sodium periodate; sodium azide; lead(II) nitrate; Dowex 50W-X₈ resin; hydrogen; triethylamine; lithium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1271/bbb.68.714

Reference yield:

: 733038-30-7
Trifluoro-methanesulfonic acid (S)-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl ester

: 733038-20-5
1,2,5-trideoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-L-xylitol

Guidance literature:: Multi-step reaction with 8 steps

1: 0.65 g / sodium azide / dimethylformamide / 2 h / 20 °C

2: 85 percent / hydrogen / palladium on carbon / ethyl acetate / 20 °C

3: 79 percent / Pb(NO₃)2; triethylamine / CH₂Cl₂ / 24 h / 20 °C

4: 91 percent / Dowex 50W-X₈ resin / methanol / 24 h / 20 °C

5: NaIO₄ / ethanol; H₂O / 3 h / 20 °C

6: 1.70 g / NaBH₄ / H₂O; ethanol / 0.17 h / 0 °C

7: 96 percent / triethylamine / tetrahydrofuran / 0.17 h / 0 °C

8: 88 percent / LiI / dimethylformamide / 12 h / 80 °C

With sodium tetrahydroborate; sodium periodate; sodium azide; lead(II) nitrate; Dowex 50W-X₈ resin; hydrogen; triethylamine; lithium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1271/bbb.68.714