rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

Base Information

• Chemical Name: rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
• CAS No.: 205068-12-8
• Molecular Formula: C₃₉H₄₁NO₄
• Molecular Weight: 587.759

Synonyms:rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

Chemical Property of rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

Chemical Property:

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Technology Process of rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

There total 4 articles about rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-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: 54.0%

trityl chloride (76-83-5) + 4-hydroxy-6-phenyl-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (205068-10-6) → rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (205068-12-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; Heating;

DOI:10.1021/jo991095u

Reference yield:

phenylacetylene (536-74-3) → rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (205068-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / n-BuLi / tetrahydrofuran / -78 - -18 °C

2: 54 percent / Et₃N; DMAP / CH₂Cl₂ / Heating

With dmap; n-butyllithium; triethylamine; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Etherification;

DOI:10.1021/jo991095u

Reference yield:

4-oxobutyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (205068-09-3) → rac-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate (205068-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / n-BuLi / tetrahydrofuran / -78 - -18 °C

2: 54 percent / Et₃N; DMAP / CH₂Cl₂ / Heating

With dmap; n-butyllithium; triethylamine; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Etherification;

DOI:10.1021/jo991095u

upstream raw materials:

trityl chloride

4-hydroxy-6-phenyl-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

phenylacetylene

4-oxobutyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

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