1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-6-methoxy-, methyl ester, (3S,4S,5S,6S)- (9CI)

Base Information

• Chemical Name: 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-6-methoxy-, methyl ester, (3S,4S,5S,6S)- (9CI)
• CAS No.: 811443-38-6
• Molecular Formula: C9H14 O6
• Molecular Weight: 218.207
• Mol file: 811443-38-6.mol

Synonyms:1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-6-methoxy-, methyl ester, (3S,4S,5S,6S)- (9CI)

Chemical Property of 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-6-methoxy-, methyl ester, (3S,4S,5S,6S)- (9CI)

Chemical Property:

• PSA: 96.22000
• LogP: -1.80290

Purity/Quality:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-6-methoxy-, methyl ester, (3S,4S,5S,6S)- (9CI)

There total 23 articles about 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-6-methoxy-, methyl ester, (3S,4S,5S,6S)- (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: 88.0%

(3aR,4S,7S,7aS)-methyl 4-methoxy-7-(methoxymethoxy)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate (1353239-98-1) → methyl (3S,4S,5R,6R)-6-O-methyl-3,4,5,6-tetrahydroxy-1-cyclohex-1-enecarboxylate (811443-38-6)

Guidance literature:

With methanol; trifluoroacetic acid; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2011.10.135

Reference yield: 86.0%

3,4,5-tri-O-benzyl-(+)-pericosine C → methyl (3S,4S,5R,6R)-6-O-methyl-3,4,5,6-tetrahydroxy-1-cyclohex-1-enecarboxylate (811443-38-6)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 ℃; for 24h;

DOI:10.1016/j.tet.2020.131397

Reference yield: 80.0%

methyl (3aS,6S,7R,7aR)-7-hydroxy-6-methoxy-2,2-dimethyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole-5-carboxylate → methyl (3S,4S,5R,6R)-6-O-methyl-3,4,5,6-tetrahydroxy-1-cyclohex-1-enecarboxylate (811443-38-6)

Guidance literature:

With methanol; acetyl chloride; at 20 ℃; for 12h;

DOI:10.1021/ol100525r

upstream raw materials:

methyl (3S,4S,5R,6R)-4,5-O-cyclohexylidene-6-O-methyl-3,4,5,6-tetrahydroxy-1-cyclohex-1-enecarboxylate

methyl 3,4-O-cyclohexylidenequinate

methyl (4R,5R,6R)-4,5-O-cyclohexylidene-6-O-methyl-3-oxo-1,2,3,4-tetrahydroxy-1-cyclohex-1-enecarboxylate

methyl (1S,2R,3S,4R)-3,4-O-cyclohexylidene-2-O-methyl-5-oxo-1,2,3,4-tetrahydroxycyclohexanecarboxylate

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