2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid

Base Information

Chemical Name:2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid
CAS No.:496916-64-4
Molecular Formula:C₂₄H₂₆Cl₂FN₃O₁₁
Molecular Weight:622.388
Hs Code.:

Synonyms:2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid

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Chemical Property of 2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid

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Technology Process of 2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid

There total 9 articles about 2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid 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: 96.0%

: 496916-63-3
methyl {2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosid}uronate

: 496916-64-4
2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid

Guidance literature:: With sodium hydroxide; In acetone; at -15 ℃; for 0.25h;
DOI:10.1039/b111549a

Reference yield:

: 399-96-2
4-amino-2-fluorophenol

: 496916-64-4
2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 9 steps

1: acetic acid; H₂O / 72 h / 20 °C

2: 38 percent / KOH / ethanol / 2 h / Heating

3: pyridine / 0.25 h / Heating

4: 824 mg / LiCl; pyridine / 0.25 h / Heating

5: 100 percent / HCl; H₂ / 10percent Pd/C / ethanol / 3 h

6: 47 percent / Et₃N / toluene; tetrahydrofuran / 3 h / 0 - 20 °C

7: 66 percent / i-Pr₂NEt / tetrahydrofuran / 2 h / Heating

8: 80 percent / NaOMe / methanol / 6 h / -20 °C

9: 96 percent / aq. NaOH / acetone / 0.25 h / -15 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; hydrogen; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; water; acetic acid; acetone; toluene;
DOI:10.1039/b111549a

Reference yield:

: 496916-57-5
2-fluoro-4-[bis(2'-hydroxyethyl)amino]phenol

: 496916-64-4
2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 38 percent / KOH / ethanol / 2 h / Heating

2: pyridine / 0.25 h / Heating

3: 824 mg / LiCl; pyridine / 0.25 h / Heating

4: 100 percent / HCl; H₂ / 10percent Pd/C / ethanol / 3 h

5: 47 percent / Et₃N / toluene; tetrahydrofuran / 3 h / 0 - 20 °C

6: 66 percent / i-Pr₂NEt / tetrahydrofuran / 2 h / Heating

7: 80 percent / NaOMe / methanol / 6 h / -20 °C

8: 96 percent / aq. NaOH / acetone / 0.25 h / -15 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; hydrogen; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; acetone; toluene;
DOI:10.1039/b111549a