3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Base Information

Chemical Name:3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid
CAS No.:543720-21-4
Molecular Formula:C₃₀H₃₁NO₇
Molecular Weight:517.579
Hs Code.:

3-[4-(<i>tert</i>-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9<i>H</i>-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Synonyms:3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

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Chemical Property of 3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

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Technology Process of 3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

There total 3 articles about 3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-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:

: 75716-86-8
α-(4-methylphenyl)-α-oxoacetic acid tert-butyl ester

: 543720-21-4
3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-bromosuccinimide; benzoyl peroxide / CCl₄ / Heating

2.1: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.67 h / -78 °C

2.2: 2.61 g / tetrahydrofuran; hexamethylphosphoric acid triamide / 5 h / -78 - 20 °C

3.1: hydrogen / Pd(OH)2/C / tetrahydrofuran; methanol / 2 h / 760 Torr

4.1: 1.187 g / NaHCO₃ / dioxane; H₂O / 20 °C

With N-Bromosuccinimide; hydrogen; sodium hydrogencarbonate; lithium hexamethyldisilazane; dibenzoyl peroxide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; water;
DOI:10.1021/jo034113n

Reference yield:

: 543720-18-9
(4-bromomethyl-phenyl)-oxo-acetic acid tert-butyl ester

: 543720-21-4
3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.67 h / -78 °C

1.2: 2.61 g / tetrahydrofuran; hexamethylphosphoric acid triamide / 5 h / -78 - 20 °C

2.1: hydrogen / Pd(OH)2/C / tetrahydrofuran; methanol / 2 h / 760 Torr

3.1: 1.187 g / NaHCO₃ / dioxane; H₂O / 20 °C

With hydrogen; sodium hydrogencarbonate; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; water;
DOI:10.1021/jo034113n

Reference yield:

: 543720-19-0
(3S,5S,6R)-3-(4-tert-Butoxyoxalyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

: 543720-21-4
3-[4-(tert-butoxycarbonyl-hydroxy-methyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen / Pd(OH)2/C / tetrahydrofuran; methanol / 2 h / 760 Torr

2: 1.187 g / NaHCO₃ / dioxane; H₂O / 20 °C

With hydrogen; sodium hydrogencarbonate; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1021/jo034113n