17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester

Base Information

Chemical Name:17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester
CAS No.:141887-79-8
Molecular Formula:C₂₅H₃₁N₃O₄
Molecular Weight:437.539
Hs Code.:

Synonyms:17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester

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Chemical Property of 17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester

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Technology Process of 17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester

There total 11 articles about 17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester 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:

: 555-68-0,1772-76-5
(E)-3-Nitrocinnamic acid

: 141887-79-8
17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H₂SO₄

2: 95 percent / H₂ / 5percent Pd/C / methanol; benzene / 24 h / 25 °C

3: 83 percent / pyridine / 48 h / Ambient temperature

4: 1) n-BuLi / 1) THF, hexane, -78 deg C, 20 min, 2) THF, -78 deg C, 1 h

5: AcOH, H₂O / tetrahydrofuran / 2 h

6: 1) NaNO₂, AcOH, 2) NaN₃ / 1) THF, H₂O, 0 deg C, 5 min, 2) 0 deg C, 10 min

7: 1) NaH / 1) DME, toluene, oil, r.t., 15 min, 2) DME, toluene, 10 min

With pyridine; n-butyllithium; sodium azide; sulfuric acid; water; hydrogen; sodium hydride; acetic acid; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; benzene;
DOI:10.1016/S0040-4020(01)88526-4

Reference yield:

: 659-04-1
methyl 3-nitrocinnamate

: 141887-79-8
17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / H₂ / 5percent Pd/C / methanol; benzene / 24 h / 25 °C

2: 83 percent / pyridine / 48 h / Ambient temperature

3: 1) n-BuLi / 1) THF, hexane, -78 deg C, 20 min, 2) THF, -78 deg C, 1 h

4: AcOH, H₂O / tetrahydrofuran / 2 h

5: 1) NaNO₂, AcOH, 2) NaN₃ / 1) THF, H₂O, 0 deg C, 5 min, 2) 0 deg C, 10 min

6: 1) NaH / 1) DME, toluene, oil, r.t., 15 min, 2) DME, toluene, 10 min

With pyridine; n-butyllithium; sodium azide; water; hydrogen; sodium hydride; acetic acid; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; benzene;
DOI:10.1016/S0040-4020(01)88526-4

Reference yield:

: 35418-08-7
methyl 3-(3-aminophenyl)propanoate

: 141887-79-8
17-(3-azidophenyl)-15-dehydro-18,19,20-trinorisocarbacyclin methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / pyridine / 48 h / Ambient temperature

2: 1) n-BuLi / 1) THF, hexane, -78 deg C, 20 min, 2) THF, -78 deg C, 1 h

3: AcOH, H₂O / tetrahydrofuran / 2 h

4: 1) NaNO₂, AcOH, 2) NaN₃ / 1) THF, H₂O, 0 deg C, 5 min, 2) 0 deg C, 10 min

5: 1) NaH / 1) DME, toluene, oil, r.t., 15 min, 2) DME, toluene, 10 min

With pyridine; n-butyllithium; sodium azide; water; sodium hydride; acetic acid; sodium nitrite; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)88526-4