diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate

Base Information

• Chemical Name: diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate
• CAS No.: 213127-70-9
• Molecular Formula: C₁₅H₂₅O₅P
• Molecular Weight: 316.334
• Mol file: 213127-70-9.mol

Synonyms:diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate

Chemical Property of diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate

There total 3 articles about diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate 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: 79.0%

dimethyl 2-[(4-diethoxyphosphorylmethyl)benzyl]malonate (213127-66-3) → diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate (213127-70-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(98)00586-9

Reference yield:

diethyl 4-methylbenzylphosphonate (3762-25-2) → diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate (213127-70-9)

Guidance literature:

Multi-step reaction with 3 steps

1: N-bromosuccinimide; AIBN / CCl₄ / 3 h / 90 °C

2: 76 percent / NaH / tetrahydrofuran / 0.5 h / 20 °C

3: 79 percent / NaBH₄ / methanol / 2 h / 20 °C

With sodium tetrahydroborate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydride; In tetrahydrofuran; methanol; tetrachloromethane; 1: Bromination / 2: Substitution / 3: Reduction;

DOI:10.1016/S0040-4020(98)00586-9

Reference yield:

4-(diethoxyphosphorylmethyl)-1-bromomethyl-phenyl (108228-81-5) → diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate (213127-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / NaH / tetrahydrofuran / 0.5 h / 20 °C

2: 79 percent / NaBH₄ / methanol / 2 h / 20 °C

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; methanol; 1: Substitution / 2: Reduction;

DOI:10.1016/S0040-4020(98)00586-9

upstream raw materials:

dimethyl 2-[(4-diethoxyphosphorylmethyl)benzyl]malonate

diethyl 4-methylbenzylphosphonate

4-(diethoxyphosphorylmethyl)-1-bromomethyl-phenyl

Downstream raw materials:

(2R)-2-[4-(diethoxyphosphorylmethyl)benzyl]-3-hydroxypropyl acetate

(2S)-2-{[(benzyloxy)carbonyl]amino}-3-{4-[(diethoxyphosphoryl)methyl]phenyl}propyl acetate

(2R)-3-[(tert-butoxycarbonyl)amino]-2-{4-[(diethoxyphosphoryl)methyl]benzyl}propyl acetate

(2S)-2-[(tert-butoxycarbonyl)amino]-3-{4-[(diethoxyphosphoryl)methyl]phenyl}propyl acetate