{2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic acid

Base Information

• Chemical Name: {2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic acid
• CAS No.: 430459-82-8
• Molecular Formula: C₄₁H₅₁F₂NO₁₅
• Molecular Weight: 835.85

Synonyms:{2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic acid

Chemical Property of {2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of {2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic acid

There total 17 articles about {2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic 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: 89.0%

({2-benzyloxycarbonylmethoxy-4-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenyl}-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester (430459-94-2) → {2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic acid (430459-82-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; at 20 ℃; under 760.051 Torr;

DOI:10.1021/ja017530v

Reference yield:

5-fluoro-2,4-dimethoxy-benzonitrile (430459-61-3) → {2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic acid (430459-82-8)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 93 percent / NaOH / methanol; H₂O / Heating

2.1: oxalyl chloride / CH₂Cl₂ / 20 °C

3.1: AlCl₃ / CH₂Cl₂ / 68 h / 0 - 20 °C

4.1: 3.3 g / aq. HCl / 0 °C

5.1: 83 percent / H₂O / 3 h / 200 - 220 °C

6.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

6.2: 65 percent / tetrahydrofuran / 20 °C

7.1: tBuLi / tetrahydrofuran; pentane; various solvent(s) / 0.25 h / -105 °C

7.2: 69 percent / tetrahydrofuran; pentane; various solvent(s) / 0.5 h / -105 °C

8.1: 78 percent / H₂ / Pd/C / aq. ethanol; ethyl acetate / 20 °C / 760.05 Torr

9.1: NaH / dimethylformamide / 0.5 h / 0 °C

9.2: 76 percent / dimethylformamide / 20 °C

10.1: 89 percent / H₂ / Pd/C / aq. ethanol; ethyl acetate / 20 °C / 760.05 Torr

With hydrogenchloride; sodium hydroxide; aluminium trichloride; oxalyl dichloride; water; hydrogen; tert.-butyl lithium; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; pentane; 3.1: Friedel-Crafts acylation;

DOI:10.1021/ja017530v

Reference yield:

[tert-butoxycarbonylmethyl-(2-hydroxy-phenyl)-amino]-acetic acid tert-butyl ester (430459-68-0) → {2-[bis(tert-butoxycarbonylmethyl)amino]-5-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenoxy}-acetic acid (430459-82-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 67 percent / tetrahydrofuran / 20 °C

2.1: 79 percent / pyridine; bromine / CH₂Cl₂ / 0.5 h / -78 °C

3.1: tBuLi / tetrahydrofuran; pentane; various solvent(s) / 0.25 h / -105 °C

3.2: 69 percent / tetrahydrofuran; pentane; various solvent(s) / 0.5 h / -105 °C

4.1: 78 percent / H₂ / Pd/C / aq. ethanol; ethyl acetate / 20 °C / 760.05 Torr

5.1: NaH / dimethylformamide / 0.5 h / 0 °C

5.2: 76 percent / dimethylformamide / 20 °C

6.1: 89 percent / H₂ / Pd/C / aq. ethanol; ethyl acetate / 20 °C / 760.05 Torr

With pyridine; hydrogen; bromine; tert.-butyl lithium; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; pentane;

DOI:10.1021/ja017530v

upstream raw materials:

({2-benzyloxycarbonylmethoxy-4-[2,7-difluoro-9-hydroxy-3,6-bis(2-methoxyethoxymethoxy)-9H-xanthen-9-yl]-phenyl}-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester

5-fluoro-2,4-dimethoxy-benzonitrile

[tert-butoxycarbonylmethyl-(2-hydroxy-phenyl)-amino]-acetic acid tert-butyl ester

[(2-benzyloxy-phenyl)-tert-butoxycarbonylmethyl-amino]-acetic acid tert-butyl ester

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