Carbonic acid, ethenyl (1S,5R)-3-ethynyl-5-hydroxy-2-methyl-2-cyclohexen-1-yl ester (9CI)

Base Information

• Chemical Name: Carbonic acid, ethenyl (1S,5R)-3-ethynyl-5-hydroxy-2-methyl-2-cyclohexen-1-yl ester (9CI)
• CAS No.: 797037-94-6
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.241
• Mol file: 797037-94-6.mol

Synonyms:Carbonic acid, ethenyl (1S,5R)-3-ethynyl-5-hydroxy-2-methyl-2-cyclohexen-1-yl ester (9CI)

Chemical Property of Carbonic acid, ethenyl (1S,5R)-3-ethynyl-5-hydroxy-2-methyl-2-cyclohexen-1-yl ester (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid, ethenyl (1S,5R)-3-ethynyl-5-hydroxy-2-methyl-2-cyclohexen-1-yl ester (9CI)

There total 11 articles about Carbonic acid, ethenyl (1S,5R)-3-ethynyl-5-hydroxy-2-methyl-2-cyclohexen-1-yl ester (9CI) 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%

(3S,5S)-1-ethynyl-2-methyl-3,5-bis[(vinyloxy)carbonyloxy]-1-cyclohexene (797037-97-9) → (3S,5S)-1-ethynyl-5-hydroxy-2-methyl-3-[(vinyloxy)carbonyloxy]-1-cyclohexene (797037-94-6)

Guidance literature:

With potassium hydroxide; potassium dihydrogenphosphate; Chromobacterium Viscosum lipase; In 1,4-dioxane; at 30 ℃; for 21h; pH=7.0;

DOI:10.1016/j.tetasy.2004.07.052

Reference yield: 62.0%

(3S,5R)-1-ethynyl-2-methyl-3,5-bis[(vinyloxy)carbonyloxy]-1-cyclohexene (190264-67-6) → (3S,5R)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene (113375-51-2) + (3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene (190264-64-3) + (3S,5R)-1-ethynyl-5-hydroxy-2-methyl-3-[(vinyloxy)carbonyloxy]-1-cyclohexene (797037-94-6)

Guidance literature:

With potassium hydroxide; potassium dihydrogenphosphate; Candida rugosa lipase; In 1,4-dioxane; at 30 ℃; for 90h; pH=7.0;

DOI:10.1016/j.tetasy.2004.07.052

Reference yield:

(3R,5R)-1-ethynyl-2-methyl-3,5-bis[(vinyloxy)carbonyloxy]-1-cyclohexene (250590-31-9) → (3R,5R)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene (169437-97-2) + (3R,5R)-1-ethynyl-5-hydroxy-2-methyl-3-[(vinyloxy)carbonyloxy]-1-cyclohexene (797037-94-6)

Guidance literature:

With potassium hydroxide; potassium dihydrogenphosphate; Candida antarctica B lipase; In 1,4-dioxane; at 30 ℃; for 17h; pH=7.0;

DOI:10.1016/j.tetasy.2004.07.052

upstream raw materials:

acetone O-<(vinyloxy)carbonyl>oxime

(3R,5R)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene

(3R,5R)-1-ethynyl-2-methyl-3,5-bis[(vinyloxy)carbonyloxy]-1-cyclohexene

(3S,5S)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene