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

Base Information

Chemical Name:(2R)-3-[(tert-butoxycarbonyl)amino]-2-{4-[(diethoxyphosphoryl)methyl]benzyl}propyl acetate
CAS No.:213127-98-1
Molecular Formula:C₂₂H₃₆NO₇P
Molecular Weight:457.504
Hs Code.:

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

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

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

There total 7 articles about (2R)-3-[(tert-butoxycarbonyl)amino]-2-{4-[(diethoxyphosphoryl)methyl]benzyl}propyl acetate 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: 98.0%

: 24424-99-5
di-tert-butyl dicarbonate

: Acetic acid (R)-2-azidomethyl-3-[4-(diethoxy-phosphorylmethyl)-phenyl]-propyl ester

: 213127-98-1
(2R)-3-[(tert-butoxycarbonyl)amino]-2-{4-[(diethoxyphosphoryl)methyl]benzyl}propyl acetate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 2h; under 760 Torr;
DOI:10.1016/S0040-4020(98)00586-9

Reference yield:

: 108228-81-5
4-(diethoxyphosphorylmethyl)-1-bromomethyl-phenyl

: 213127-98-1
(2R)-3-[(tert-butoxycarbonyl)amino]-2-{4-[(diethoxyphosphoryl)methyl]benzyl}propyl acetate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 97 percent / lipase PS / tetrahydrofuran / 2 h / 25 °C / Enzymatic reaction; 2 equiv. vinyl acetate

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

5: 98 percent / H₂ / Pd-C / ethyl acetate / 2 h / 20 °C / 760 Torr

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

Reference yield:

: 3762-25-2
diethyl 4-methylbenzylphosphonate

: 213127-98-1
(2R)-3-[(tert-butoxycarbonyl)amino]-2-{4-[(diethoxyphosphoryl)methyl]benzyl}propyl acetate

Guidance literature:: Multi-step reaction with 6 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

4: 97 percent / lipase PS / tetrahydrofuran / 2 h / 25 °C / Enzymatic reaction; 2 equiv. vinyl acetate

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

6: 98 percent / H₂ / Pd-C / ethyl acetate / 2 h / 20 °C / 760 Torr

With sodium tetrahydroborate; N-Bromosuccinimide; Lipase PS; 2,2'-azobis(isobutyronitrile); tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; sodium hydride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; sulfuric acid; ethyl acetate; benzene; 1: Bromination / 2: Substitution / 3: Reduction / 4: Acetylation / 5: Substitution / 6: Hydrogenation;
DOI:10.1016/S0040-4020(98)00586-9