2-Cyclopenten-1-one, 4,5-dihydroxy-4-[(1S)-1-hydroxyethyl]-, (4R,5R)- (9CI)

Base Information

• Chemical Name: 2-Cyclopenten-1-one, 4,5-dihydroxy-4-[(1S)-1-hydroxyethyl]-, (4R,5R)- (9CI)
• CAS No.: 677751-80-3
• Molecular Formula: C7H10O4
• Molecular Weight: 158.1519
• Mol file: 677751-80-3.mol

Synonyms:2-Cyclopenten-1-one, 4,5-dihydroxy-4-[(1S)-1-hydroxyethyl]-, (4R,5R)- (9CI)

Chemical Property of 2-Cyclopenten-1-one, 4,5-dihydroxy-4-[(1S)-1-hydroxyethyl]-, (4R,5R)- (9CI)

Chemical Property:

• PSA: 77.76000
• LogP: -1.40190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Cyclopenten-1-one, 4,5-dihydroxy-4-[(1S)-1-hydroxyethyl]-, (4R,5R)- (9CI)

There total 109 articles about 2-Cyclopenten-1-one, 4,5-dihydroxy-4-[(1S)-1-hydroxyethyl]-, (4R,5R)- (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: 56.0%

(4S,5S,6S)-6-Methoxymethoxy-2,2,4-trimethyl-1,3-dioxa-spiro[4.4]non-8-en-7-one → (4S,5S)-4,5-Dihydroxy-4-((S)-1-hydroxy-ethyl)-cyclopent-2-enone (672948-79-7,677751-80-3,677751-81-4,677751-78-9)

Guidance literature:

With trifluoroacetic acid; In water; at 0 ℃; for 3h;

DOI:10.1021/jo035430x

Reference yield: 55.0%

(4R,5R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-1,3-dioxa-spiro[4.4]non-8-en-7-one (677752-01-1) → (4R,5S)-4,5-Dihydroxy-4-((R)-1-hydroxy-ethyl)-cyclopent-2-enone (677751-80-3,677751-81-4,672948-79-7,677751-78-9)

Guidance literature:

With trifluoroacetic acid; at 20 ℃;

DOI:10.1016/j.tetlet.2003.12.120

Reference yield: 54.0%

(4S,5R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-1,3-dioxa-spiro[4.4]non-8-en-7-one (677752-14-6) → (4R,5S)-4,5-Dihydroxy-4-((S)-1-hydroxy-ethyl)-cyclopent-2-enone (677751-80-3,677751-81-4,672948-79-7,677751-78-9)

Guidance literature:

With trifluoroacetic acid; at 0 ℃;

DOI:10.1016/j.tetlet.2003.12.120

upstream raw materials:

(3aR,6aS)-6a-((R)-1-Methoxymethoxy-ethyl)-2,2-dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one

(-)-(1R,2R,6R,7S)-tricyclo[5.2.1.0^2,6]deca-4,8-dien-3-one

(3aS,4R,7S,7aR)-3-Acetyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

(3R,3aS,4R,7S,7aR)-3-Vinyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one