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

Base Information

• Chemical Name: (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl camphanate
• CAS No.: 133008-61-4
• Molecular Formula: C₃₂H₃₅NO₆
• Molecular Weight: 530.625
• Mol file: 133008-61-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl camphanate 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: 90.0%

(-)-camphanic acid (67111-66-4,13429-83-9) + (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridoxine (133008-57-8) → (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl camphanate (133008-61-4) + (4'S)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl camphanate (133098-40-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 0.75h; Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00008a071

Reference yield: 88.0%

(-)-camphanic acid (67111-66-4,13429-83-9) + (4'S)-<4'-2H1>-3,5'-O-dibenzylpyridoxine (133008-58-9) → (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl camphanate (133008-61-4) + (4'S)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl camphanate (133098-40-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 0.75h; Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00008a071

Reference yield:

3,5'-O-dibenzylpyridoxal (26866-40-0) → (4'R)-<4'-2H1>-3,5'-O-dibenzylpyridox-4'-yl camphanate (133008-61-4)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 89 percent / diethyl ether; methanol / 0 °C

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

4: 93 percent / pyridinium chlorochromate, NaOAc, 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

5: 82 percent / R-Alpine-Borane / tetrahydrofuran / 0 °C

6: 1,3-dicyclohexylcarbodiimide, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 0.75 h / Ambient temperature

With dmap; potassium permanganate; lithium aluminium deuteride; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; 3 A molecular sieve; sodium acetate; dicyclohexyl-carbodiimide; sodium phosphate; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1021/jo00008a071

upstream raw materials:

(-)-camphanic acid

(4'S)-<4'-2H1>-3,5'-O-dibenzylpyridoxine

(4'R)-<4'-2H1>-3,5'-O-dibenzylpyridoxine

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