2-Cyclohexen-1-one,4,5,6-trihydroxy-2-(hydroxymethyl)-, (4S,5S,6R)-

Base Information

• Chemical Name: 2-Cyclohexen-1-one,4,5,6-trihydroxy-2-(hydroxymethyl)-, (4S,5S,6R)-
• CAS No.: 148154-53-4
• Molecular Formula: C7H10 O5
• Molecular Weight: 174.153

Synonyms:2-Cyclohexen-1-one,4,5,6-trihydroxy-2-(hydroxymethyl)-, [4S-(4a,5a,6b)]-; (+)-Gabosin E; Gabosin E

Chemical Property of 2-Cyclohexen-1-one,4,5,6-trihydroxy-2-(hydroxymethyl)-, (4S,5S,6R)-

Chemical Property:

Purity/Quality:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Cyclohexen-1-one,4,5,6-trihydroxy-2-(hydroxymethyl)-, (4S,5S,6R)-

There total 15 articles about 2-Cyclohexen-1-one,4,5,6-trihydroxy-2-(hydroxymethyl)-, (4S,5S,6R)- 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: 100.0%

(3aS,4R,7aS)-6-Hydroxymethyl-2,2-dimethyl-4-(tetrahydro-furan-2-yloxy)-3a,7a-dihydro-4H-benzo[1,3]dioxol-5-one → (+)-gabosine E (148154-53-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)73150-9

Reference yield: 87.0%

(1S,2R,3S,4R)-1-O-tert-butyldimethylsilyl-5-hydroxymethyl-2,3-[(2R,3R)-2,3-dimethoxybutan-2,3-dioxy]-5-cyclohexene-1,2,3,4-tetraol (1204745-30-1) → (+)-gabosine E (148154-53-4)

Guidance literature:

With water; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 19h;

DOI:10.1039/b911810a

Reference yield: 81.0%

C27H46O6Si2 → (+)-gabosine E (148154-53-4)

Guidance literature:

With water; trifluoroacetic acid; at 20 ℃; for 1h;

DOI:10.1021/acs.joc.7b00181

upstream raw materials:

2,3-O-isopropylidene-D-ribofuranose

(-)-(1R)-1-[(4R,5S)-5-((1S)-1-hydroxyallyl)-2,2-dimethyl[1,3]dioxolan-4-yl]ethane-1,2-diol

(1S,2R,3S,4R)-1-O-tert-butyldimethylsilyl-5-hydroxymethyl-2,3-[(2R,3R)-2,3-dimethoxybutan-2,3-dioxy]-5-cyclohexene-1,2,3,4-tetraol

Downstream raw materials:

(+)-gabosine F

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