1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn

Base Information

• Chemical Name: 1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn
• CAS No.: 346700-28-5
• Molecular Formula: C₂₇H₃₆O₅
• Molecular Weight: 440.58
• Mol file: 346700-28-5.mol

Synonyms:1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn

Chemical Property of 1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn

There total 3 articles about 1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn 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%

1,10-bis(tetrahydropyranyloxy)-5-hydroxymethyl-2,8-decadiyne (178432-52-5) + phenol (108-95-2,27073-41-2) → 1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn (346700-28-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In N,N-dimethyl-formamide; at 25 ℃; for 1h;

DOI:10.1021/jo0055842

Reference yield:

1,10-dihydroxy-5-tert-butyldimethylsiloxymethyl-2,8-decadiyne (263720-92-9) → 1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn (346700-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 0 - 25 °C

2: 56.6 g / TBAF / tetrahydrofuran / 9 h

3: 80 percent / DEAD; PPh₃ / dimethylformamide / 1 h / 25 °C

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3: Mitsunobu reaction;

DOI:10.1021/jo0055842

Reference yield:

tert-Butyl-dimethyl-{7-(tetrahydro-pyran-2-yloxy)-2-[4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-hept-5-ynyloxy}-silane → 1,10-bis(tetrahydropyranyloxy)-5-phenoxymethyl-2,8-decadiyn (346700-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 56.6 g / TBAF / tetrahydrofuran / 9 h

2: 80 percent / DEAD; PPh₃ / dimethylformamide / 1 h / 25 °C

With tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Mitsunobu reaction;

DOI:10.1021/jo0055842

upstream raw materials:

1,10-bis(tetrahydropyranyloxy)-5-hydroxymethyl-2,8-decadiyne

phenol

1,10-dihydroxy-5-tert-butyldimethylsiloxymethyl-2,8-decadiyne

Downstream raw materials:

1,10-dibromo-5-phenoxymethyl-2,8-decadiyne