3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic acid

Base Information

Chemical Name:3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic acid
CAS No.:200402-52-4
Molecular Formula:C₂₄H₃₂N₅O₇P
Molecular Weight:533.521
Hs Code.:

Synonyms:3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic acid

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Chemical Property of 3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic acid

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Technology Process of 3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic acid

There total 11 articles about 3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic 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:

: 96602-46-9
succinimide 4-azidosalicylate

: 3-(1-(R)-((3-((5-aminopentyl)hydroxyphosphoryl)-2-(S)-hy-droxypropyl)amino)ethyl)benzoic acid dihydrochloride

: 200402-52-4
3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic acid

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In methanol; at 20 ℃;
DOI:10.1016/S0968-0896(99)00214-X

Reference yield:

: 954-81-4
N-(5-bromopentyl)phthalimide

: 200402-52-4
3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: H₃PO₂; BF₃*Et₂O / tetrahydrofuran / 2 h / -20 - 0 °C

1.2: NaH / tetrahydrofuran / 4 h / 20 °C

2.1: 90 percent / TMSCl / CH₂Cl₂; methanol / 20 °C

3.1: TMSCl; Et₃N / diethyl ether / 3.5 h / 20 °C

3.2: ZnCl₂ / 3 h / 80 °C

3.3: 79 percent / AcOH / methanol / 72 h / 20 °C

4.1: 56 percent / i-Pr₂NEt / ethanol / 72 h / 80 - 100 °C

5.1: 10N NaOH / ethanol; H₂O / 80 °C

6.1: 1.908 g / conc. HCl / 48 h / 100 °C

7.1: i-Pr₂NEt / methanol / 20 °C

With hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; boron trifluoride diethyl etherate; hypophosphorous acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; 1.1: Substitution / 1.2: Alkylation / 2.1: Elimination / 3.1: silylation / 3.2: Addition / 3.3: Hydrolysis / 4.1: Substitution / 5.1: Hydrolysis / 6.1: Hydrolysis / 7.1: Acylation;
DOI:10.1016/S0968-0896(99)00214-X

Reference yield:

: 6136-68-1
3-acethylbenzonitrile

: 200402-52-4
3-(1-(R)-((3-((5-(4-azido-2-hydroxybenzoylamino)pentyl)hydroxyphosphoryl)-2-(S)-hydroxypropyl)amino)ethyl)benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 1 h / -4 °C

2: 70 percent / DIAD; PPh₃ / tetrahydrofuran / 0 - 20 °C

3: 94 percent / NH₂NH₂*H₂O / ethanol / 1.6 h / Heating

4: 56 percent / i-Pr₂NEt / ethanol / 72 h / 80 - 100 °C

5: 10N NaOH / ethanol; H₂O / 80 °C

6: 1.908 g / conc. HCl / 48 h / 100 °C

7: i-Pr₂NEt / methanol / 20 °C

With hydrogenchloride; sodium hydroxide; di-isopropyl azodicarboxylate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; methanol; ethanol; water; 1: Reduction / 2: Substitution / 3: Reduction / 4: Substitution / 5: Hydrolysis / 6: Hydrolysis / 7: Acylation;
DOI:10.1016/S0968-0896(99)00214-X