diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate

Base Information

Chemical Name:diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate
CAS No.:213128-03-1
Molecular Formula:C₂₀H₃₄NO₆P
Molecular Weight:415.467
Hs Code.:

Synonyms:diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate

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Chemical Property of diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate

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Technology Process of diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate

There total 6 articles about diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate 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: 84.0%

: 213128-00-8
(2R)-3-[(tert-butoxycarbonyl)amino]-2-{3-[(diethoxyphosphoryl)methyl]benzyl}propyl acetate

: 213128-03-1
diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate

Guidance literature:: With methanol; potassium carbonate; at 25 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00586-9

Reference yield:

: 213127-74-3
diethyl {3-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate

: 213128-03-1
diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate

Guidance literature:: Multi-step reaction with 4 steps

1: lipase PS / tetrahydrofuran / 2 h / 25 °C / Enzymatic reaction; 2 equiv. vinyl acetate

2: HN₃; diisopropyl azodicarboxylate; Ph₃P / benzene; aq. H₂SO₄ / -35 - 20 °C

3: 86 percent / H₂ / Pd-C / ethyl acetate / 2 h / 20 °C / 760 Torr

4: 84 percent / aq. MeOH; K₂CO₃ / 1 h / 25 °C

With methanol; Lipase PS; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; sulfuric acid; ethyl acetate; benzene; 1: Acetylation / 2: Substitution / 3: Hydrogenation / 4: Hydrolysis;
DOI:10.1016/S0040-4020(98)00586-9

Reference yield:

: 213127-69-6
dimethyl 2-[3-(diethoxyphosphorylmethyl)benzyl]malonate

: 213128-03-1
diethyl [{3-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}methyl]phosphonate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / NaBH₄ / methanol / 2 h / 20 °C

2: lipase PS / tetrahydrofuran / 2 h / 25 °C / Enzymatic reaction; 2 equiv. vinyl acetate

3: HN₃; diisopropyl azodicarboxylate; Ph₃P / benzene; aq. H₂SO₄ / -35 - 20 °C

4: 86 percent / H₂ / Pd-C / ethyl acetate / 2 h / 20 °C / 760 Torr

5: 84 percent / aq. MeOH; K₂CO₃ / 1 h / 25 °C

With methanol; sodium tetrahydroborate; Lipase PS; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; sulfuric acid; ethyl acetate; benzene; 1: Reduction / 2: Acetylation / 3: Substitution / 4: Hydrogenation / 5: Hydrolysis;
DOI:10.1016/S0040-4020(98)00586-9