(R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol

Base Information

• Chemical Name: (R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol
• CAS No.: 72443-72-2
• Molecular Formula: C₂₅H₃₀O₃
• Molecular Weight: 378.511
• Mol file: 72443-72-2.mol

Synonyms:(R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol

Chemical Property of (R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol

There total 3 articles about (R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-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: 77.0%

1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-one (72443-79-9) → (S)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol (72443-74-4) + (R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol (72443-72-2)

Guidance literature:

With 9-borabicyclo[3.3.1]nonane dimer; 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene; acetaldehyde; In tetrahydrofuran; Yield given. Title compound not separated from byproducts; 2.5 h reflux then room temperature;

DOI:10.1016/S0040-4020(01)82422-4

Reference yield: 74.0%

oct-1-yn-3-one (27593-19-7) → 1-octyn-3-ol (32556-71-1,37911-28-7) + (R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol (72443-72-2)

Guidance literature:

With 9-borabicyclo[3.3.1]nonane dimer; nopol benzyl ether; propionaldehyde; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)82422-4

Reference yield:

C33H43BO3 → 2(S)-[2(S)-hydroxy-3-pentynyl]-2,5,7,8-tetramethyl-6-benzyloxy chroman (64765-29-3) + 2(S)-[2(R)-hydroxy-3-pentynyl]-2,5,7,8-tetramethyl-6-benzyloxy-chroman (64704-95-6) + (S)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol (72443-74-4) + (R)-1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-ol (72443-72-2)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 40 - 50 ℃; for 3h; stereospecific reaction;

DOI:10.15227/orgsyn.063.0057

upstream raw materials:

oct-1-yn-3-one

1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-one

Downstream raw materials:

1-((R)-6-Benzyloxy-2,5,7,8-tetramethyl-chroman-2-yl)-pent-3-yn-2-one