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

Base Information

Chemical Name:methyl {2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosid}uronate
CAS No.:496916-63-3
Molecular Formula:C₂₅H₂₈Cl₂FN₃O₁₁
Molecular Weight:636.415
Hs Code.:

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

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

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

There total 8 articles about methyl {2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl β-D-glucopyranosid}uronate 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: 80.0%

: 496916-62-2
methyl {2-[({2-fluoro-4-[bis(2-chloroethyl)amino]phenoxy}carbonyl)methylamino]-4-nitrophenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate

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

Guidance literature:: With sodium methylate; In methanol; at -20 ℃; for 6h;
DOI:10.1039/b111549a

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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