(3R,6R)-3,6-dibenzyl-3,6-dihydro-2-pyridone

Base Information

• Chemical Name: (3R,6R)-3,6-dibenzyl-3,6-dihydro-2-pyridone
• CAS No.: 214072-07-8
• Molecular Formula: C₁₉H₁₉NO
• Molecular Weight: 277.366
• Mol file: 214072-07-8.mol

Synonyms:

Chemical Property of (3R,6R)-3,6-dibenzyl-3,6-dihydro-2-pyridone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,6R)-3,6-dibenzyl-3,6-dihydro-2-pyridone

There total 13 articles about (3R,6R)-3,6-dibenzyl-3,6-dihydro-2-pyridone 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: 80.0%

(3R,6R)-N-[(2,4-dimethoxyphenyl)methyl]-3,6-dibenzyl-3,6-dihydro-2-pyridone (484051-40-3) → (3R,6R)-3,6-dibenzyl-3,6-dihydro-2-pyridone (214072-07-8)

Guidance literature:

With triethylsilane; trifluoroacetic acid; Heating;

DOI:10.1016/S0040-4020(02)00795-0

Reference yield:

(R)-2-amino-3-phenylpropanol (5267-64-1) → (3R,6R)-3,6-dibenzyl-3,6-dihydro-2-pyridone (214072-07-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: Et₃N / CH₂Cl₂ / 20 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

3.1: n-BuLi / tetrahydrofuran / -78 °C

4.1: 32 percent HCl / acetone / Heating

5.1: 80 percent / NaBH(OAc)3 / 1,2-dichloro-ethane / 16 h / 20 °C

6.1: BSA / CH₂Cl₂ / 1 h / 20 °C

6.2: 80 percent / CH₂Cl₂ / 0 - 20 °C

7.1: 83 percent / 1,3-(Mes)2-2-{[(Cy)3P]Ru(=CHPh)Cl₂}-imidazolidine / benzene / 65 - 70 °C

8.1: 80 percent / TFA; Et₃SiH / Heating

With hydrogenchloride; triethylsilane; benzenesulfonamide; n-butyllithium; oxalyl dichloride; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetone; benzene; 2.1: Swern oxidation / 3.1: Wittig reaction;

DOI:10.1016/S0040-4020(02)00795-0

Reference yield:

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) → (3R,6R)-3,6-dibenzyl-3,6-dihydro-2-pyridone (214072-07-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: NaBH₄; H₂SO₄ / diethyl ether / 0 °C

2.1: Et₃N / CH₂Cl₂ / 20 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

4.1: n-BuLi / tetrahydrofuran / -78 °C

5.1: 32 percent HCl / acetone / Heating

6.1: 80 percent / NaBH(OAc)3 / 1,2-dichloro-ethane / 16 h / 20 °C

7.1: BSA / CH₂Cl₂ / 1 h / 20 °C

7.2: 80 percent / CH₂Cl₂ / 0 - 20 °C

8.1: 83 percent / 1,3-(Mes)2-2-{[(Cy)3P]Ru(=CHPh)Cl₂}-imidazolidine / benzene / 65 - 70 °C

9.1: 80 percent / TFA; Et₃SiH / Heating

With hydrogenchloride; triethylsilane; benzenesulfonamide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; sulfuric acid; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; acetone; benzene; 3.1: Swern oxidation / 4.1: Wittig reaction;

DOI:10.1016/S0040-4020(02)00795-0

upstream raw materials:

(3R,6R)-N-[(2,4-dimethoxyphenyl)methyl]-3,6-dibenzyl-3,6-dihydro-2-pyridone

(R)-2-amino-3-phenylpropanol

D-(R)-phenylalanine

benzyl bromide

Downstream raw materials:

(3R,6R)-3,6-dibenzyl-2-ethoxy-3,6-dihydropyridine