(2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide

Base Information

Chemical Name:(2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide
CAS No.:855958-98-4
Molecular Formula:C₂₁H₃₁N₃O₂Si
Molecular Weight:385.582
Hs Code.:

Synonyms:(2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide

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Chemical Property of (2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide

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Technology Process of (2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide

There total 6 articles about (2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide 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: 93.0%

: 855958-92-8
(2R)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanoic acid

: 54-96-6
3,4-diaminopyridine

: 855958-98-4
(2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide

Guidance literature:: (2R)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanoic acid; With oxalyl dichloride; In dichloromethane; at 20 ℃; for 12h;

3,4-diaminopyridine; With triethylamine; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1002/hlca.200590051

Reference yield:

: 220805-30-1
(S)-4-Benzyl-3-((R)-2-benzyloxymethyl-3-phenyl-propionyl)-oxazolidin-2-one

: 855958-98-4
(2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / H₂; HCl / Pd/C / ethyl acetate / 6 h / 20 °C / 760 Torr

2.1: 71 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

3.1: 66 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 3 h / 0 °C

4.1: (COCl)2 / CH₂Cl₂ / 12 h / 20 °C

4.2: 93 percent / NEt₃ / tetrahydrofuran / 12 h / 20 °C

With hydrogenchloride; dmap; lithium hydroxide; oxalyl dichloride; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1002/hlca.200590051

Reference yield:

: 170846-09-0
(4S)-4-benzyl-3-[(2R)-2-benzyl-3-hydroxypropanoyl]-1,3-oxazolidin-2-one

: 855958-98-4
(2R)-N-(3-aminopyridin-4-yl)-2-benzyl-3-{[(tert-butyl)(dimethyl)silyl]oxy}propanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 71 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

2.1: 66 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 3 h / 0 °C

3.1: (COCl)2 / CH₂Cl₂ / 12 h / 20 °C

3.2: 93 percent / NEt₃ / tetrahydrofuran / 12 h / 20 °C

With dmap; lithium hydroxide; oxalyl dichloride; dihydrogen peroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/hlca.200590051