benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate
• CAS No.: 174956-48-0
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.267
• Mol file: 174956-48-0.mol

Synonyms:benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate

Chemical Property of benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate

There total 11 articles about benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate 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: 99.0%

benzyl (3R)-3-[(t-butyldiphenylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate (804500-77-4) → benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate (174956-48-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;

DOI:10.1016/j.tet.2004.07.103

Reference yield: 97.0%

3-acetoxy-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (174876-96-1) → benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate (174956-48-0)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 1.75h;

DOI:10.1055/s-2000-6363

Reference yield: 61.0%

N-Benzoxy-3-bromo-5-hydroxy-2-methoxypiperidine (278593-54-7) → benzyl (3R)-3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate (174956-48-0)

Guidance literature:

N-Benzoxy-3-bromo-5-hydroxy-2-methoxypiperidine; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; Heating;

With boron trifluoride diethyl etherate; sodium cyanoborohydride; In tetrahydrofuran; at 0 ℃;

DOI:10.3987/com-00-s(i)7

upstream raw materials:

3-acetoxy-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

N-Benzoxy-3-bromo-5-hydroxy-2-methoxypiperidine

benzyl (3R)-3-[(t-butyldiphenylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate

benzyl 3-[(methoxycarbonyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate

Downstream raw materials:

(S)-3-((Z)-3-Methoxy-allyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

3-(2-oxo-ethyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

3-acetoxy-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester