(+/-)-COREY LACTONE, 5-(4-PHENYLBENZOATE)

Base Information

• Chemical Name: (+/-)-COREY LACTONE, 5-(4-PHENYLBENZOATE)
• CAS No.: 54382-73-9
• Molecular Formula: C21H20O5
• Molecular Weight: 352.387
• Mol file: 54382-73-9.mol

Synonyms:(3ARS,4SR,5RS,6ASR)-HEXAHYDRO-4-HYDROXYMETHYL-5-(4-PHENYLBENZOYLOXY)CYCLOPENTA[B]FURAN-2-ONE;(+/-)-COREY LACTONE, 5-(4-PHENYLBENZOATE);(3aRS,4RS,5RS,6aRS)-Hexahydro-4-hydroxymethyl-5-(4-phenylbenzyloxy)cyclopenta[b]furan-2-one;(n)-corey lactone, 5-(4-phenylbenzoate);RACEMIC COREY LACTONE P-PHENYLBENZOATE ALCOHOL

Chemical Property of (+/-)-COREY LACTONE, 5-(4-PHENYLBENZOATE)

Chemical Property:

• Melting Point: 149-151°C
• PSA: 72.83000
• Density: 1.32
• LogP: 2.82290
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Rac-CoreyLactone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Rac-Corey Lactone is used in biological studies for the identification of novel mammalian squalene synthase inhibitors using 3D-pharmacophore.

Technology Process of (+/-)-COREY LACTONE, 5-(4-PHENYLBENZOATE)

There total 6 articles about (+/-)-COREY LACTONE, 5-(4-PHENYLBENZOATE) 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:

cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one (26054-46-6) → <3aR(3aα,4α,5β,6aα)>-(-)-5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-4-hydroxymethyl-2H-cyclopentafuran-2-one (54382-73-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / pyridine

2: pyridine

3: 80percent aq. acetic acid / tetrahydrofuran / Heating

With pyridine; acetic acid; In tetrahydrofuran;

Reference yield:

→ Biphenyl-4-carboxylic acid (4R,5R)-4-hydroxymethyl-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester (31752-99-5,39265-57-1,39648-28-7,54382-73-9,63427-55-4)

Guidance literature:

aus Ester (IX);

Reference yield:

Biphenyl-4-carboxylic acid (3aS,4R,5S,6aR)-2-oxo-4-trityloxymethyl-hexahydro-cyclopenta[b]furan-5-yl ester (62939-81-5) → <3aR(3aα,4α,5β,6aα)>-(-)-5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-4-hydroxymethyl-2H-cyclopentafuran-2-one (54382-73-9)

Guidance literature:

With acetic acid; In tetrahydrofuran; Yield given; Heating;

upstream raw materials:

Biphenyl-4-carboxylic acid (3aS,4R,5S,6aR)-2-oxo-4-trityloxymethyl-hexahydro-cyclopenta[b]furan-5-yl ester

cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one

(+/-)-(3aα,4α,5β,6aα)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopentafuran-2-one

7α-formyloxy-8β-formyloxymethylene-cis-2-oxabicyclo<3.3.0>octan-3-one

Downstream raw materials:

<3aS(3aα,4α,5β,6aα)>-(+)-5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-4-hydroxymethyl-2H-cyclopentafuran-2-one

(1S,2R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(2-[1,3]dithian-2-ylidene-ethyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentanol

(1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane>

(1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one

Refernces