2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid

Base Information

Chemical Name:2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid
CAS No.:313342-40-4
Molecular Formula:C₂₇H₂₈NO₇P
Molecular Weight:509.496
Hs Code.:

2-(9<i>H</i>-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid

Synonyms:2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid

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Chemical Property of 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid

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Technology Process of 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid

There total 7 articles about 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic 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: 70.0%

: 313342-54-0
3-{4-[ethoxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

: 313342-40-4
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid

Guidance literature:: With trimethylsilyl iodide; In dichloromethane; at 20 ℃;
DOI:10.1016/S0960-894X(00)00476-5

Reference yield:

: 16004-15-2
1-bromomethyl-4-iodobenzene

: 313342-40-4
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / KHMDS / tetrahydrofuran / -78 °C

2.1: Zn; TMSCl / various solvent(s)

2.2: 59 percent / (2-furyl)3P; Pd₂dba3 / N,N-dimethyl-acetamide; tetrahydrofuran / 60 °C

3.1: H₂ / Pd/C / ethanol

4.1: aq. LiOH / ethanol

5.1: TFA

6.1: aq. Na₂CO₃ / dioxane

7.1: 70 percent / TMSI / CH₂Cl₂ / 20 °C

With lithium hydroxide; chloro-trimethyl-silane; trimethylsilyl iodide; hydrogen; potassium hexamethylsilazane; sodium carbonate; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; 1.1: Alkylation / 2.1: Metallation / 2.2: Arylation / 3.1: Hydrogenolysis / 4.1: Hydrolysis / 5.1: acidolysis / 6.1: Acylation / 7.1: dealkylation;
DOI:10.1016/S0960-894X(00)00476-5

Reference yield:

: 313342-51-7
(2-benzyloxy-ethyl)-(4-iodo-benzyl)-phosphinic acid ethyl ester

: 313342-40-4
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-{4-[hydroxy-(2-hydroxy-ethyl)-phosphinoylmethyl]-phenyl}-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: Zn; TMSCl / various solvent(s)

1.2: 59 percent / (2-furyl)3P; Pd₂dba3 / N,N-dimethyl-acetamide; tetrahydrofuran / 60 °C

2.1: H₂ / Pd/C / ethanol

3.1: aq. LiOH / ethanol

4.1: TFA

5.1: aq. Na₂CO₃ / dioxane

6.1: 70 percent / TMSI / CH₂Cl₂ / 20 °C

With lithium hydroxide; chloro-trimethyl-silane; trimethylsilyl iodide; hydrogen; sodium carbonate; trifluoroacetic acid; zinc; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; 1.1: Metallation / 1.2: Arylation / 2.1: Hydrogenolysis / 3.1: Hydrolysis / 4.1: acidolysis / 5.1: Acylation / 6.1: dealkylation;
DOI:10.1016/S0960-894X(00)00476-5