(4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide

Base Information

Chemical Name:(4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide
CAS No.:133008-63-6
Molecular Formula:C₂₂H₂₂N₄O₂
Molecular Weight:375.434
Hs Code.:

Synonyms:(4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide

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Chemical Property of (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide

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Technology Process of (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide

There total 16 articles about (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide 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: 92.0%

: 133008-66-9
(4'S)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl chloride

: 133008-63-6
(4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide

Guidance literature:: With sodium azide; 15-crown-5; In tetrahydrofuran; at 70 ℃;
DOI:10.1021/jo00008a071

Reference yield:

: 65-23-6
5-hydroxy-6-methyl-3,4-pyridinedimethanol

: 133008-63-6
(4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide

Guidance literature:: Multi-step reaction with 11 steps

1: 83 percent / p-TsOH / acetone / 16 h

2: 1) NaH / 1) THF, 30 min, reflux, 2) 4 h, reflux

3: 94 percent / 98percent formic acid / H₂O / 24 h / 50 °C

4: 83 percent / NaOMe / methanol / 0.33 h / Ambient temperature

5: 94 percent / pyridinium chlorochromate, NaOAc, 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

6: 82 percent / 1 M aq. KMnO₄, 5percent aq. sodium phosphate / methanol / 1 h / Ambient temperature

7: 89 percent / diethyl ether; methanol / 0 °C

8: 93 percent / LiAlD₄ / tetrahydrofuran / 3 h / 0 °C

9: 93 percent / pyridinium chlorochromate, NaOAc, 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

10: 82 percent / R-Alpine-Borane / tetrahydrofuran / 0 °C

11: zinc azide/bis(pyridine) complex, triphenylphosphine, DEAD / toluene / Ambient temperature

With potassium permanganate; formic acid; lithium aluminium deuteride; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; zinc(II) azide; 3 A molecular sieve; bis(pyridine); sodium methylate; sodium acetate; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; sodium phosphate; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene;
DOI:10.1021/jo00008a071

Reference yield:

: 1136-52-3
(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol

: 133008-63-6
(4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl azide

Guidance literature:: Multi-step reaction with 10 steps

1: 1) NaH / 1) THF, 30 min, reflux, 2) 4 h, reflux

2: 94 percent / 98percent formic acid / H₂O / 24 h / 50 °C

3: 83 percent / NaOMe / methanol / 0.33 h / Ambient temperature

4: 94 percent / pyridinium chlorochromate, NaOAc, 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

5: 82 percent / 1 M aq. KMnO₄, 5percent aq. sodium phosphate / methanol / 1 h / Ambient temperature

6: 89 percent / diethyl ether; methanol / 0 °C

7: 93 percent / LiAlD₄ / tetrahydrofuran / 3 h / 0 °C

8: 93 percent / pyridinium chlorochromate, NaOAc, 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

9: 82 percent / R-Alpine-Borane / tetrahydrofuran / 0 °C

10: zinc azide/bis(pyridine) complex, triphenylphosphine, DEAD / toluene / Ambient temperature

With potassium permanganate; formic acid; lithium aluminium deuteride; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; zinc(II) azide; 3 A molecular sieve; bis(pyridine); sodium methylate; sodium acetate; sodium hydride; triphenylphosphine; sodium phosphate; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene;
DOI:10.1021/jo00008a071