<1S-1α,2α,3α,4α>-4-<2-<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>ethyl>benzeneacetic acid

Base Information

• Chemical Name: <1S-1α,2α,3α,4α>-4-<2-<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>ethyl>benzeneacetic acid
• CAS No.: 135613-34-2
• Molecular Formula: C₂₄H₂₇N₃O₄
• Molecular Weight: 421.496
• Mol file: 135613-34-2.mol

Synonyms:

Chemical Property of <1S-1α,2α,3α,4α>-4-<2-<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>ethyl>benzeneacetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1S-1α,2α,3α,4α>-4-<2-<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>ethyl>benzeneacetic acid

There total 13 articles about <1S-1α,2α,3α,4α>-4-<2-<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>ethyl>benzeneacetic 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:

C25H29N3O4 → <1S-1α,2α,3α,4α>-4-<2-<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>ethyl>benzeneacetic acid (135613-34-2,135682-59-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 3h; Yield given;

DOI:10.1021/jm00113a030

Reference yield:

2-(4-bromophenyl)-acetic acid (1878-68-8) → <1S-1α,2α,3α,4α>-4-<2-<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>ethyl>benzeneacetic acid (135613-34-2,135682-59-6)

Guidance literature:

Multi-step reaction with 11 steps

1: borane / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h

2: 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 30 h / 25 °C

3: 1.) tert-butyllithium / 1.) ether, pentane, a) -100 deg C, 15 min, b) 0 deg C, 15 min, 2.) ether, THF, 0 deg C, 1 h

4: H₂, glacial HOAc / 20percent Pd(OH)2/C / 5 h / 760 Torr

5: 4-(dimethylamino)pyridine, pyridine / 2 h / 25 °C

6: CrO₃, H₂SO₄ / acetone / 2 h / 0 °C

7: 1 M aq. NaOH / tetrahydrofuran / 0.5 h / 25 °C

8: HCl / 2 h / 0 °C

9: Dess-Martin periodinane / CH₂Cl₂ / 0.25 h / 25 °C

10: methanol / 40 h / 25 °C

11: LiOH*H₂O / tetrahydrofuran; H₂O / 3 h / 25 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; dmap; lithium hydroxide; sodium hydroxide; sulfuric acid; borane; hydrogen; tert.-butyl lithium; Dess-Martin periodane; acetic acid; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; acetone;

DOI:10.1021/jm00113a030

Reference yield:

4-bromophenethanol (4654-39-1) → <1S-1α,2α,3α,4α>-4-<2-<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>ethyl>benzeneacetic acid (135613-34-2,135682-59-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 30 h / 25 °C

2: 1.) tert-butyllithium / 1.) ether, pentane, a) -100 deg C, 15 min, b) 0 deg C, 15 min, 2.) ether, THF, 0 deg C, 1 h

3: H₂, glacial HOAc / 20percent Pd(OH)2/C / 5 h / 760 Torr

4: 4-(dimethylamino)pyridine, pyridine / 2 h / 25 °C

5: CrO₃, H₂SO₄ / acetone / 2 h / 0 °C

6: 1 M aq. NaOH / tetrahydrofuran / 0.5 h / 25 °C

7: HCl / 2 h / 0 °C

8: Dess-Martin periodinane / CH₂Cl₂ / 0.25 h / 25 °C

9: methanol / 40 h / 25 °C

10: LiOH*H₂O / tetrahydrofuran; H₂O / 3 h / 25 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; dmap; lithium hydroxide; sodium hydroxide; sulfuric acid; hydrogen; tert.-butyl lithium; Dess-Martin periodane; acetic acid; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; acetone;

DOI:10.1021/jm00113a030

upstream raw materials:

2-(4-bromophenyl)-acetic acid

4-bromophenethanol

7-oxabicyclo<2.2.1>heptane tetrahydrofuranol

<4aR-(4aα,5β,8β,8aα)>-octahydro-5,8-epoxy-1H-2-benzopyran-3-ol