4-{2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-(4-methanesulfinyl-phenyl)-methyl]-5-methanesulfinyl-phenoxy}-butyric acid

Base Information

• Chemical Name: 4-{2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-(4-methanesulfinyl-phenyl)-methyl]-5-methanesulfinyl-phenoxy}-butyric acid
• CAS No.: 136669-95-9
• Molecular Formula: C₃₄H₃₃NO₇S₂
• Molecular Weight: 631.771
• Mol file: 136669-95-9.mol

Synonyms:

Chemical Property of 4-{2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-(4-methanesulfinyl-phenyl)-methyl]-5-methanesulfinyl-phenoxy}-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-(4-methanesulfinyl-phenyl)-methyl]-5-methanesulfinyl-phenoxy}-butyric acid

There total 15 articles about 4-{2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-(4-methanesulfinyl-phenyl)-methyl]-5-methanesulfinyl-phenoxy}-butyric 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:

methyl 4-hydroxy-2-methoxybenzoate (28478-46-8) → 4-{2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-(4-methanesulfinyl-phenyl)-methyl]-5-methanesulfinyl-phenoxy}-butyric acid (136669-95-9)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) NaH / 1.) DMF

2: aq. NaOH / 235 °C

3: 1.) NaH / 1.) DMF

4: SOCl₂

5: AlCl₃ / 1,2-dichloro-ethane / 50 °C

6: 64 percent / Et₄NF*2H₂O / dimethylformamide

7: aq. NaOH / methanol

8: NH₂OH*HCl, NaOAc / ethanol

9: Zn, aq. NH₃ / ethanol / 50 °C

10: NaIO₄ / methanol; H₂O

11: aq. NaHCO₃ / tetrahydrofuran

With ammonium hydroxide; sodium hydroxide; sodium periodate; aluminium trichloride; thionyl chloride; hydroxylamine hydrochloride; sodium acetate; sodium hydride; tetraethylammonium fluoride; sodium hydrogencarbonate; zinc; In tetrahydrofuran; methanol; ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79406-8

Reference yield:

4-hydroxysalicylic acid (89-86-1) → 4-{2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-(4-methanesulfinyl-phenyl)-methyl]-5-methanesulfinyl-phenoxy}-butyric acid (136669-95-9)

Guidance literature:

Multi-step reaction with 15 steps

1: SOCl₂

2: NEt₃, DMAP / dimethylformamide

3: 1.) NaH / 1.) DMF

4: DOWEX 50X₂ / methanol

5: 1.) NaH / 1.) DMF

6: aq. NaOH / 235 °C

7: 1.) NaH / 1.) DMF

8: SOCl₂

9: AlCl₃ / 1,2-dichloro-ethane / 50 °C

10: 64 percent / Et₄NF*2H₂O / dimethylformamide

11: aq. NaOH / methanol

12: NH₂OH*HCl, NaOAc / ethanol

13: Zn, aq. NH₃ / ethanol / 50 °C

14: NaIO₄ / methanol; H₂O

15: aq. NaHCO₃ / tetrahydrofuran

With dmap; ammonium hydroxide; sodium hydroxide; sodium periodate; aluminium trichloride; thionyl chloride; Dowex 50x2; hydroxylamine hydrochloride; sodium acetate; sodium hydride; tetraethylammonium fluoride; sodium hydrogencarbonate; triethylamine; zinc; In tetrahydrofuran; methanol; ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79406-8

Reference yield:

methyl 2,4-dihydroxybenzoate (2150-47-2) → 4-{2-[(9H-Fluoren-9-ylmethoxycarbonylamino)-(4-methanesulfinyl-phenyl)-methyl]-5-methanesulfinyl-phenoxy}-butyric acid (136669-95-9)

Guidance literature:

Multi-step reaction with 14 steps

1: NEt₃, DMAP / dimethylformamide

2: 1.) NaH / 1.) DMF

3: DOWEX 50X₂ / methanol

4: 1.) NaH / 1.) DMF

5: aq. NaOH / 235 °C

6: 1.) NaH / 1.) DMF

7: SOCl₂

8: AlCl₃ / 1,2-dichloro-ethane / 50 °C

9: 64 percent / Et₄NF*2H₂O / dimethylformamide

10: aq. NaOH / methanol

11: NH₂OH*HCl, NaOAc / ethanol

12: Zn, aq. NH₃ / ethanol / 50 °C

13: NaIO₄ / methanol; H₂O

14: aq. NaHCO₃ / tetrahydrofuran

With dmap; ammonium hydroxide; sodium hydroxide; sodium periodate; aluminium trichloride; thionyl chloride; Dowex 50x2; hydroxylamine hydrochloride; sodium acetate; sodium hydride; tetraethylammonium fluoride; sodium hydrogencarbonate; triethylamine; zinc; In tetrahydrofuran; methanol; ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79406-8

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

methyl 4-hydroxy-2-methoxybenzoate

4-hydroxysalicylic acid

methyl 2,4-dihydroxybenzoate