(4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol

Base Information

• Chemical Name: (4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol
• CAS No.: 194796-77-5
• Molecular Formula: C₁₅H₁₉NO₂
• Molecular Weight: 245.321
• Mol file: 194796-77-5.mol

Synonyms:(4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol

Chemical Property of (4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol

There total 1 articles about (4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol 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: 97.0%

Glyoxal (131543-46-9,107-22-2) + (R)-2-Phenyl-2-(3-trimethylsilanylmethyl-but-3-enylamino)-ethanol (166531-28-8) → (4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol (194796-77-5)

Guidance literature:

In tetrahydrofuran; water;

DOI:10.1055/s-1997-5752

Reference yield: 85.0%

(4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol (194796-77-5) → (4R,9aR)-8-methylene-4-phenyl-hexahydropyrido[2,1-c][1,4]oxazin-1-one (194796-78-6)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; at -50 - 0 ℃;

DOI:10.1055/s-1997-5752

Reference yield:

(4R,10R)-8-methylene-4-phenyloctahydropyrido[2,1-c][1,4]oxazin-1-ol (194796-77-5) → (2R-trans)-4-Methyl-2-piperidinecarboxylic acid (74892-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 1.5 h / -50 - 20 °C

2: 74 percent / H₂ / PtO₂ / ethyl acetate / 0.25 h

3: 98 percent / H₂ / Pd(OH)2 / ethanol / 2 h

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; platinum(IV) oxide; palladium dihydroxide; In ethanol; dichloromethane; ethyl acetate; 1: Swern oxidation;

DOI:10.1002/1099-0690(200106)2001:12<2385::AID-EJOC2385>3.0.CO;2-Z

upstream raw materials:

Glyoxal

(R)-2-Phenyl-2-(3-trimethylsilanylmethyl-but-3-enylamino)-ethanol

Downstream raw materials:

(4R,9aR)-8-methylene-4-phenyl-hexahydropyrido[2,1-c][1,4]oxazin-1-one

(2R-trans)-4-Methyl-2-piperidinecarboxylic acid