(3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one

Base Information

• Chemical Name: (3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one
• CAS No.: 159812-79-0
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.181

Synonyms:(3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one

Chemical Property of (3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

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Technology Process of (3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one

There total 3 articles about (3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one 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: 44.0%

(E)-(4S,6R)-4,6-Dihydroxy-6-((S)-2-thioxo-[1,3]dioxolan-4-yl)-hex-2-enoic acid methyl ester (159812-78-9) → (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (32233-40-2) + (3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one (159812-79-0) + (2S,6S,8R,9R)-8-Hydroxy-5,11,12-trioxa-tricyclo[7.2.1.02,6]dodecan-4-one + ((1R,2R,4S,5R)-2,4-Dihydroxy-7,9-dioxa-bicyclo[4.2.1]non-5-yl)-acetic acid methyl ester

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Further byproducts given; Heating;

DOI:10.1055/s-1998-5926

Reference yield: 44.0%

(E)-(4S,6R)-4,6-Dihydroxy-6-((S)-2-thioxo-[1,3]dioxolan-4-yl)-hex-2-enoic acid methyl ester (159812-78-9) → (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (32233-40-2) + (3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one (159812-79-0) + (2S,6S,8R,9R)-8-Hydroxy-5,11,12-trioxa-tricyclo[7.2.1.02,6]dodecan-4-one + (E)-(4S,6R,7S)-4,6,7,8-Tetrahydroxy-oct-2-enoic acid methyl ester

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Further byproducts given; Heating;

DOI:10.1055/s-1998-5926

Reference yield: 44.0%

(E)-(4S,6R)-4,6-Dihydroxy-6-((S)-2-thioxo-[1,3]dioxolan-4-yl)-hex-2-enoic acid methyl ester (159812-78-9) → (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (32233-40-2) + (3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one (159812-79-0) + (2S,6S,8R,9R)-8-Hydroxy-5,11,12-trioxa-tricyclo[7.2.1.02,6]dodecan-4-one + (S)-4-[(R)-1-Hydroxy-2-((R)-5-oxo-tetrahydro-furan-2-yl)-ethyl]-[1,3]oxathiolan-2-one

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Further byproducts given; Heating;

DOI:10.1055/s-1998-5926

upstream raw materials:

(E)-(4S,6R)-4,6-Dihydroxy-6-((S)-2-thioxo-[1,3]dioxolan-4-yl)-hex-2-enoic acid methyl ester

Downstream raw materials:

Benzoic acid (3aR,4R,5R,6aS)-5-hydroxy-2-oxo-hexahydro-cyclopenta[b]furan-4-ylmethyl ester

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