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60176-77-4

Basic Information
CAS No.: 60176-77-4
Name: (1R,4S)-CIS-4-ACETOXY-2-CYCLOPENTEN-1-OL
Article Data: 43
Molecular Structure:
Molecular Structure of 60176-77-4 ((1R,4S)-CIS-4-ACETOXY-2-CYCLOPENTEN-1-OL)
Formula: C7H10O3
Molecular Weight: 142.155
Synonyms: 4-Cyclopentene-1,3-diol, monoacetate, (1R,3S)-;
Density: 1.171 g/cm3
Melting Point: 49-51 °C
Boiling Point: 207.984 °C at 760 mmHg
Flash Point: 83.718 °C
Safety: 22-24/25
PSA: 46.53000
LogP: 0.23890
Synthetic route
54664-61-8

cis-1,4-diacetoxy-2-cyclopentene

A

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

B

60410-16-4

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

Conditions
ConditionsYield
With methanol; lipase B from Candida antarctica In tert-butyl methyl ether at 5℃; for 16h; Enzymatic reaction; enantioselective reaction;A n/a
B 95%
With sodium hydroxide; Esterase(porcine liver)PLE In water at 32℃; for 8h; Product distribution; further enzymes; pH=7, phosphate buffer;
With N-(2-acetamido)-2-aminoethanesulfonic acid; ethanolamine; 2-amino-2-hydroxymethyl-1,3-propanediol at 37℃; for 8h; Product distribution; antibody of IgG class: 37E8, pH 8.0; Km, Kcat, Ki; var. enzymes and time;
54664-61-8

cis-1,4-diacetoxy-2-cyclopentene

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

Conditions
ConditionsYield
With sodium hydroxide; phosphate buffer; immobilized porcine liver esterase (PLE, E. C. 3.1.1.1) on Eupergit C at 32℃; for 14h; pH= 7;87%
With sodium hydroxide; sodium phosphate buffer; Trichosporon beigelii (NCIM 3326) In ethanol for 26h; pH=7; Hydrolysis;74%
With Trichosporon beigelii NCIM 3326 In ethanol at 20℃; for 26h; pH=7; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;74%
108-05-4

vinyl acetate

29783-26-4

cis-4-cyclopentene-1,3-diol

A

54664-61-8

cis-1,4-diacetoxy-2-cyclopentene

B

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 4h; Ambient temperature; lipase from Mucor sp.;A 10%
B 78%
With Chirazyme In acetic acid butyl ester for 12h;A 72%
B 22%
With triethylamine In tetrahydrofuran for 2.5h; Ambient temperature; pancreatin;A 32%
B 65%
103729-50-6

(1R,3S)-(-)-1-acetoxycyclopentan-3-ol

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; triethylamine In tetrahydrofuran77%
With tetrabutyl ammonium fluoride; triethylamine In tetrahydrofuran for 2h; Ambient temperature;67%
With tetrabutyl ammonium fluoride; triethylamine In tetrahydrofuran Inert atmosphere;50%
108-05-4

vinyl acetate

cis-4-cyclopentene-1,3-diol

A

54664-61-8

cis-1,4-diacetoxy-2-cyclopentene

B

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

C

60410-16-4

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

Conditions
ConditionsYield
lipase EC 3.1.1.3 L10 In water; acetone at 5 - 25℃; for 6.5h; Product distribution / selectivity;A n/a
B 76.4%
C n/a
lipase EC 3.1.1.3 QLC In water; acetone at 5 - 25℃; for 6.5h; Product distribution / selectivity;A n/a
B 76.4%
C n/a
lipase EC 3.1.1.3 QL In water; acetone at 5 - 25℃; for 6.5h; Product distribution / selectivity;A n/a
B 75.5%
C n/a
lipase EC 3.1.1.3 QLG In water; acetone at 5 - 25℃; for 6.5h; Product distribution / selectivity;A n/a
B 61.9%
C n/a
pancreatin lipase In water; acetone at 5 - 25℃; for 6.5h; Product distribution / selectivity;A n/a
B 16.5%
C n/a

cis-3,5-diacetoxycyclopentene

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

Conditions
ConditionsYield
With pig liver esterase; sodium hydroxide In aq. phosphate buffer for 19h; pH=7; Enzymatic reaction;75%
108-05-4

vinyl acetate

29783-26-4

cis-4-cyclopentene-1,3-diol

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

Conditions
ConditionsYield
With Pancreatin; triethylamine In tetrahydrofuran at 20℃; for 3h;72%
With Pancreatin72%
With Pancreatin; triethylamine In tetrahydrofuran; water at 5℃; for 23h;70%
108-05-4

vinyl acetate

29783-26-4

cis-4-cyclopentene-1,3-diol

A

54664-61-8

cis-1,4-diacetoxy-2-cyclopentene

B

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

C

60410-16-4

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 23h; Enzymatic reaction; enantioselective reaction;A 25%
B 61%
C n/a
108-05-4

vinyl acetate

cis-cyclopent-4-ene-1,3-diol

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 22h; Enzymatic reaction;53%
108-22-5

Isopropenyl acetate

29783-26-4

cis-4-cyclopentene-1,3-diol

A

54664-61-8

cis-1,4-diacetoxy-2-cyclopentene

B

60176-77-4

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

Conditions
ConditionsYield
In various solvent(s) at 50℃; for 72h; Candida antarctica lipase B (Novo SP-435); other meso-diols; enzymatic asymmetrization of meso-2-cycloalken-1,4-diols in organic media;A n/a
B 52%
In various solvent(s) at 50℃; for 72h; Candida antarctica lipase B (Novo SP-435); Yields of byproduct given;A n/a
B 52%
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    Tel:86-531-8233381 86-18678657237

    Address:Room 302,Building 1,Union Fortune Square, No. 2117,Tianchen Road,High-tech Zone,Jinan,Shandong,China

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  • (1R,4S)-cis-4-Acetoxy-2-cyclopenten-1-ol

  • Casno:

    60176-77-4

    (1R,4S)-cis-4-Acetoxy-2-cyclopenten-1-ol

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    Debyesci is here who supplied several kinds of chemical products to global pharmaceutical, drug discovery, agrochemical and biotechnology industries for four yearsOur key scientific leadership team has gained experience in top research and developmen

    Debyesci is here who supplied several kinds of chemical products to global pharmaceutical, drug discovery, agrochemical and biotechnology industries for four years Our key scienti

  • Debye Scientific

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    Address:Rm. 19C, Lockhart Ctr., 301-307 Lockhart Rd., Wan Chai

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  • 4-Cyclopentene-1,3-diol,1-acetate, (1S,3R)-

  • Casno:

    60176-77-4

    4-Cyclopentene-1,3-diol,1-acetate, (1S,3R)-

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    Manufacturer,strong R&D,professional team Storage:Store in a cool, dry place. Store in a tightly closed container. Package:according to your requirement Application:ZhiShang Chemical is owned by ZhiShang Group, is a professional new-type chemicals en

  • Chemical Co.Ltd

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  • 4-Cyclopentene-1,3-diol,1-acetate, (1S,3R)-

  • Casno:

    60176-77-4

    4-Cyclopentene-1,3-diol,1-acetate, (1S,3R)-

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    more information,please contact us

    Archimica is a privately held pharmaceutical fine chemical company that combines world-scale chemical manufacturing experience with a history of pharmaceutical commercialization th

  • Archimica

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Specification

The 4-Cyclopentene-1,3-diol,1-acetate, (1S,3R)-, with the CAS registry number of 60176-77-4, is also known as 4-Cyclopentene-1,3-diol, monoacetate, (1R,3S)-. Its molecular formula is C7H10O3 and molecular weight is 142.15. What's more, its systematic name is (1R,4S)-4-Hydroxycyclopent-2-en-1-yl acetate. In addition, it must be stored in airtight containers and placed in a dry, cool place.

Physical properties about the 4-Cyclopentene-1,3-diol,1-acetate, (1S,3R)- are: (1)ACD/LogP: -0.04; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 46.53 Å2; (7)Index of Refraction: 1.5; (8)Molar Refractivity: 35.666 cm3; (9)Molar Volume: 121.367 cm3; (10)Surface Tension: 40.837 dyne/cm; (11)Density: 1.171 g/cm3; (12)Flash Point: 83.718 °C; (13)Enthalpy of Vaporization: 51.676 kJ/mol; (14)Boiling Point: 207.984 °C at 760 mmHg; (15)Vapour Pressure: 0.051 mmHg at 25 °C.

When you are using this chemical, please be cautious about it as the following:
As a chemical, the dust of this chemical can not be breathed. And you should avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O[C@H]1\C=C/[C@@H](O)C1)C
(2) InChI: InChI=1/C7H10O3/c1-5(8)10-7-3-2-6(9)4-7/h2-3,6-7,9H,4H2,1H3/t6-,7+/m1/s1
(3) InChIKey: IJDYOKVVRXZCFD-RQJHMYQMBY