2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline

Base Information

Chemical Name:2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline
CAS No.:320592-31-2
Molecular Formula:C₁₁H₁₁F₂NO₃
Molecular Weight:243.21
Hs Code.:

Synonyms:2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline

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Chemical Property of 2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline

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Technology Process of 2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline

There total 9 articles about 2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline 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:

: 41546-31-0
L-xylose

: 320592-31-2
2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline

Guidance literature:: Multi-step reaction with 10 steps

1.1: CuSO₄; conc, H₂SO₄ / 4 h / 25 °C

1.2: 98 percent / aq. HCl / 1 h / 25 °C

2.1: 80 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: 87 percent / PDC; Ac₂O / CH₂Cl₂ / 2 h / Heating

4.1: 68 percent / NaBH₄ / ethanol; ethyl acetate / 1 h / 0 °C

5.1: 87 percent / NaH / tetrahydrofuran / 0 - 25 °C

6.1: aq. AcOH / 5 h / 100 °C

7.1: 2.55 g / Ph₃P; imidazole; I₂ / CH₂Cl₂ / 25 °C

8.1: 71 percent / Ph₃As; Et₃N / Pd(OAc)2 / acetonitrile / 24 h / 70 °C

9.1: 90 percent / NaOMe / methanol / 1.5 h / 25 °C

10.1: 96 percent / H₂; Et₃N / Pd/C / 2 h / 60 °C / 760.05 Torr

With pyridine; 1H-imidazole; sodium tetrahydroborate; dipyridinium dichromate; triphenyl-arsane; sulfuric acid; hydrogen; iodine; sodium methylate; acetic anhydride; sodium hydride; copper(II) sulfate; acetic acid; triethylamine; triphenylphosphine; palladium diacetate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jo000510b

Reference yield:

: 114861-22-2
1,2-O-isopropylidene-α-L-xylofuranose

: 320592-31-2
2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 87 percent / PDC; Ac₂O / CH₂Cl₂ / 2 h / Heating

3: 68 percent / NaBH₄ / ethanol; ethyl acetate / 1 h / 0 °C

4: 87 percent / NaH / tetrahydrofuran / 0 - 25 °C

5: aq. AcOH / 5 h / 100 °C

6: 2.55 g / Ph₃P; imidazole; I₂ / CH₂Cl₂ / 25 °C

7: 71 percent / Ph₃As; Et₃N / Pd(OAc)2 / acetonitrile / 24 h / 70 °C

8: 90 percent / NaOMe / methanol / 1.5 h / 25 °C

9: 96 percent / H₂; Et₃N / Pd/C / 2 h / 60 °C / 760.05 Torr

With pyridine; 1H-imidazole; sodium tetrahydroborate; dipyridinium dichromate; triphenyl-arsane; hydrogen; iodine; sodium methylate; acetic anhydride; sodium hydride; acetic acid; triethylamine; triphenylphosphine; palladium diacetate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jo000510b

Reference yield:

: 320592-17-4
1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

: 320592-31-2
2,5-difluoro-4-(β-L-glyceropentofuran-3-ulos-1-yl)aniline

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / Ph₃As; Et₃N / Pd(OAc)2 / acetonitrile / 24 h / 70 °C

2: 90 percent / NaOMe / methanol / 1.5 h / 25 °C

3: 96 percent / H₂; Et₃N / Pd/C / 2 h / 60 °C / 760.05 Torr

With triphenyl-arsane; hydrogen; sodium methylate; triethylamine; palladium diacetate; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1021/jo000510b