4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine

Base Information

• Chemical Name: 4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine
• CAS No.: 72712-29-9
• Molecular Formula: C₁₅H₁₉N₃OS
• Molecular Weight: 289.401

Synonyms:4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine

Chemical Property of 4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine

Chemical Property:

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Technology Process of 4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine

There total 3 articles about 4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine 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: 93.0%

2-hydroxymethyl-3-hydroxy-Δ2-dehydroquinuclidine (5832-56-4) + monophenylthiourea (103-85-5) → 4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine (72712-29-9)

Guidance literature:

With sodium hydroxide; In water; Heating;

DOI:10.1007/BF00506040

Reference yield:

2-methylenequinuclidin-3-one (5291-26-9) → 4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine (72712-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75.7 percent / H₂O / 48 h / 20 °C

2: 93 percent / NaOH / H₂O / Heating

With sodium hydroxide; water; In water;

DOI:10.1007/BF00506040

Reference yield:

→ 4a-hydroxy-6-thio-7-phenyl-4a,5,6,7,8,8a-hexahydropyrimido<5,4-b>quinuclidine (72712-29-9)

Guidance literature:

Chinuclidin I, Phenylthioharnstoff in Ggw. v. Na-Ethylat;

DOI:10.1007/BF00471916

upstream raw materials:

2-hydroxymethyl-3-hydroxy-Δ²-dehydroquinuclidine

monophenylthiourea

2-methylenequinuclidin-3-one

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