4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.0^1,5]tetradec-10-en-6-yl)-pent-4-enal

Base Information

• Chemical Name: 4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.0^1,5]tetradec-10-en-6-yl)-pent-4-enal
• CAS No.: 202527-76-2
• Molecular Formula: C₂₇H₃₄O₄
• Molecular Weight: 422.565
• Mol file: 202527-76-2.mol

Synonyms:4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.0^1,5]tetradec-10-en-6-yl)-pent-4-enal

Chemical Property of 4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.0^1,5]tetradec-10-en-6-yl)-pent-4-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.0^1,5]tetradec-10-en-6-yl)-pent-4-enal

There total 3 articles about 4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.0^1,5]tetradec-10-en-6-yl)-pent-4-enal 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:

(1S,5S,6S,7S)-6-(4-Hydroxy-1-methylene-butyl)-7,11,14,14-tetramethyl-3-phenyl-2,4-dioxa-tricyclo[8.3.1.01,5]tetradec-10-en-8-one → 4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.01,5]tetradec-10-en-6-yl)-pent-4-enal (202527-76-2)

Guidance literature:

With Dess-Martin periodane; Yield given;

DOI:10.1021/ja973559g

Reference yield:

(1S,5S,6S,7S)-6-(1-Hydroxymethyl-vinyl)-7,11,14,14-tetramethyl-3-phenyl-2,4-dioxa-tricyclo[8.3.1.01,5]tetradec-10-en-8-one → 4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.01,5]tetradec-10-en-6-yl)-pent-4-enal (202527-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) MeCH₂CO₂H, 2.) DIBAL / 1.) PhMe, 120 deg C, 12 h, 2.) PhMe, -78 deg C, 40 min

2: Dess-Martin reagent

With diisobutylaluminium hydride; Dess-Martin periodane; propionic acid;

DOI:10.1021/ja973559g

Reference yield:

(1S,5S,6S,7S)-8-(1-Methoxy-1-methyl-ethyl)-7,11,14,14-tetramethyl-3-phenyl-6-[1-(2-trimethylsilanyl-ethoxymethoxymethyl)-vinyl]-2,4-dioxa-tricyclo[8.3.1.01,5]tetradec-10-ene-8-carbonitrile → 4-((1S,5S,6S,7S)-7,11,14,14-Tetramethyl-8-oxo-3-phenyl-2,4-dioxa-tricyclo[8.3.1.01,5]tetradec-10-en-6-yl)-pent-4-enal (202527-76-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) TBAF, HMPA, 4A molecular sieves, 2.) aq. HCl, 3.) 1 N NaOH

2: 1.) MeCH₂CO₂H, 2.) DIBAL / 1.) PhMe, 120 deg C, 12 h, 2.) PhMe, -78 deg C, 40 min

3: Dess-Martin reagent

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; 4 A molecular sieve; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; Dess-Martin periodane; propionic acid;

DOI:10.1021/ja973559g