41138-61-8

Basic information

• Product Name: METHYL (R)-(+)-3-HYDROXY-5-OXO-1-CYCLOPENTENE-1-HEPTANOATE
• Synonyms: METHYL (R)-(+)-3-HYDROXY-5-OXO-1-CYCLOPENTENE-1-HEPTANOATE;methyl (R)-(+)-3-hydroxy-5-oxo-1-cyclo-pentene-1-;METHYL (R)-(+)-3-HYDROXY-5-OXO-1-CYCLO-P ENTENE-1-HEPTANOATE, 97%(97% EE/HPLC);1-Cyclopentene-1-heptanoic acid, 3-hydroxy-5-oxo-, Methyl ester, (3R)-;Misoprostol EP Impurity F;(R)-Methyl 7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)heptanoate
• CAS NO: 41138-61-8
• Molecular Formula: C₁₃H₂₀O₄
• Molecular Weight: 240.3
• Product Categories: Chiral Building Blocks;Esters;Organic Building Blocks
• Mol File: 41138-61-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 59-63 °C(lit.)
• Boiling Point: 378.435 °C at 760 mmHg
• Flash Point: 138.885 °C
• Appearance: /
• Density: 1.125 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.504
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly, Sonicated)
• PKA: 12.95±0.40(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: METHYL (R)-(+)-3-HYDROXY-5-OXO-1-CYCLOPENTENE-1-HEPTANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL (R)-(+)-3-HYDROXY-5-OXO-1-CYCLOPENTENE-1-HEPTANOATE(41138-61-8)
• EPA Substance Registry System: METHYL (R)-(+)-3-HYDROXY-5-OXO-1-CYCLOPENTENE-1-HEPTANOATE(41138-61-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 41138-61-8(Hazardous Substances Data)

Usage

Uses

Misoprostol is reported to be as an ingredient of (+)-norprostol. Misoprostol is developed for the treatment of peptic ulcer disease.

Synthesis Reference(s)

Synthesis, p. 781, 1986 DOI: 10.1055/s-1986-31779

InChI:InChI=1/C13H20O4/c1-17-13(16)7-5-3-2-4-6-10-8-11(14)9-12(10)15/h8,11,14H,2-7,9H2,1H3/t11-/m0/s1

Synthetic route

methyl 7-<3(R)-(acetyloxy)-5-oxo-1-cyclopenten-1-yl>heptanoate (127126-27-6) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
With guanidine nitrate	98%
With guanidine nitrate In methanol at 0℃;

7-{5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]cyclopent-1-en-1-yl}heptanoic acid methyl ester (60934-42-1) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
With acetic acid In tetrahydrofuran; water for 24h; Ambient temperature;	88%

Benzoic acid (R)-4-hydroxy-2-(6-methoxycarbonyl-hexyl)-3-oxo-cyclopent-1-enyl ester (41138-65-2) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
(i) Al, (ii) AcOH; Multistep reaction;

7-((R)-4-Hydroxy-2-isopropoxy-5-oxo-cyclopent-1-enyl)-heptanoic acid methyl ester (53147-05-0) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
(i) Al, (ii) AcOH; Multistep reaction;

7-{3-[(tert-butyldimethylsilanyl)oxy]-5-oxocyclopent-1-en-1-yl}heptanoic acid methyl ester (41138-69-6) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran

7-[(R)-3-Oxo-5-(tetrahydro-pyran-2-yloxy)-cyclopent-1-enyl]-heptanoic acid methyl ester → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
With acetic acid

7-((S)-3-Methanesulfonyloxy-5-oxo-cyclopent-1-enyl)-heptanoic acid methyl ester (251659-67-3) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
With guanidine nitrate In methanol at 0℃; for 0.25h; Substitution; Mitsunobu inversion;

8-(furan-2-yl)-8-oxooctanoic acid methyl ester (38199-47-2) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: aq. phosphate buffer; dioxane / 30 h / pH 8 / Heating 2: 46 percent / PPL 3: 98 percent / guanidine View Scheme

suberic acid monomethyl ester (3946-32-5) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 6 steps 1: aq. phosphate buffer; dioxane / 30 h / pH 8 / Heating 2: 46 percent / PPL 3: 98 percent / guanidine View Scheme

methyl 7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)heptanoate (40098-26-8) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 46 percent / PPL 2: 98 percent / guanidine View Scheme
Multi-step reaction with 2 steps 1: lipase (PPL) 2: quanidine / methanol / 0 °C View Scheme

methyl 7-(2-hydroxy-5-oxocyclopent-3-enyl)heptanoate (98818-31-6) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. phosphate buffer; dioxane / 30 h / pH 8 / Heating 2: 46 percent / PPL 3: 98 percent / guanidine View Scheme

methyl 8-(2-furyl)-8-hydroxy-octanoate (101650-79-7) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: aq. phosphate buffer; dioxane / 30 h / pH 8 / Heating 2: 46 percent / PPL 3: 98 percent / guanidine View Scheme

methyl 7-<3(S)-(hydroxy)-5-oxo-1-cyclopenten-1-yl>heptanoate (42038-75-5) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 / -10 °C 2: guanidine / methanol / 0.25 h / 0 °C View Scheme

C7H13IO2Zn (131392-85-3) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) CuCN / 2) THF, -78 deg C up to r.t. 2: n-Bu4NF / tetrahydrofuran View Scheme

(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-2-methylene-cyclopentanone (117254-03-2) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) CuCN / 2) THF, -78 deg C up to r.t. 2: n-Bu4NF / tetrahydrofuran View Scheme

2-(6-Methoxycarbonylhexyl)-cyclopentan-1,3,4-trion (41138-63-0) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: (microbiological transformation) 2: Et3N 3: (i) Al, (ii) AcOH View Scheme
Multi-step reaction with 3 steps 1: (microbiological transformation) 2: K2CO3 3: (i) Al, (ii) AcOH View Scheme

2-(6'-carbomethoxyhexyl)-4(R)-hydroxy-cyclopentane-1,3-dione (41138-64-1) → (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N 2: (i) Al, (ii) AcOH View Scheme
Multi-step reaction with 2 steps 1: K2CO3 2: (i) Al, (ii) AcOH View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) + tert-butyldimethylsilyl chloride (18162-48-6) → 7-{3-[(tert-butyldimethylsilanyl)oxy]-5-oxocyclopent-1-en-1-yl}heptanoic acid methyl ester (41138-69-6)

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide	98%
With 1H-imidazole In N,N-dimethyl-formamide for 0.5h; Ambient temperature;	95%
With 1H-imidazole; triethylamine In N,N-dimethyl-formamide	84%

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) + t-butyldimethylsiyl triflate (69739-34-0) → 7-{3-[(tert-butyldimethylsilanyl)oxy]-5-oxocyclopent-1-en-1-yl}heptanoic acid methyl ester (41138-69-6)

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane at -78 - 20℃; for 15h; silylation;	89%
With 2,6-dimethylpyridine In dichloromethane at -78 - 20℃; for 15.5h;

triethylsilyl chloride (994-30-9) + (4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → methyl-7-[5-oxo-3(R)-[(triethylsilyl)oxy]-1-cyclopenten-1yl]-heptanoate (118456-54-5)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; Etherification;	88%

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) + (-)-1-mercapto-2(S)-heptanol (82542-28-7) → 5-(6-methoxycarbonylhexyl)-3-<2(S)-hydroxyheptylthio>-2-cyclopentenone (82542-34-5) + 13,14-dihydro-13-thia-prostaglandin-E1 methylester (82542-32-3) + /PBNDC003-1180/

Conditions	Yield
With triethylamine In methanol for 48h; Ambient temperature;	A 7.9% B 12.3% C n/a

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) + n-hexylmagnesium bromide (3761-92-0) → (-)-methyl 7-[(1S,2R)-2-hexyl-5-oxocyclopent-3-enyl]heptanoate (947409-07-6)

Conditions	Yield
In tetrahydrofuran; diethyl ether at 0 - 30℃; for 36h;

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → (-)-methyl 7-[(1S,2R,5R)-2-hexyl-5-hydroxycyclopentyl]heptanoate

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran; diethyl ether / 36 h / 0 - 30 °C 2: L-selectride / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / -78 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → methyl 7-(5-but-3-enyl-2-hydroxy-4-(1,1,2,2-tetramethyl-1-silapropoxy)cyclopentyl)heptanoate (221629-33-0)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → 7-[(1R,2R,3R,5S)-2-But-3-enyl-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-cyclopentyl]-heptanoic acid methyl ester (221629-43-2)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → methyl 7-(2-hydroxy-5-(2-(2-oxiranyl)ethyl)-4-(1,1,2,2-tetramethyl-1-silapropoxy)cyclopentyl)heptanoate (221629-44-3)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C 4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → 7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[3-hydroxy-4-(thiazol-2-ylsulfanyl)-butyl]-cyclopentyl}-heptanoic acid methyl ester (1027145-33-0)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C 4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C 5.1: triethylamine / benzene / 20 h / 0 - 20 °C 6.1: HF/pyridine / acetonitrile / 3 h / 0 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → 7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[3-hydroxy-4-(thiophen-2-ylsulfanyl)-butyl]-cyclopentyl}-heptanoic acid methyl ester

Conditions

Yield

Multi-step reaction with 6 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C 4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C 5.1: triethylamine / benzene / 20 h / 0 - 20 °C 6.1: HF/pyridine / acetonitrile / 3 h / 0 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → 7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-hydroxy-4-phenylsulfanyl-butyl)-cyclopentyl]-heptanoic acid methyl ester (221629-35-2)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C 4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C 5.1: triethylamine / benzene / 20 h / 0 - 20 °C 6.1: HF/pyridine / acetonitrile / 3 h / 0 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → 7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[3-hydroxy-4-(thiophen-2-ylsulfanyl)-butyl]-cyclopentyl}-heptanoic acid

Conditions

Yield

Multi-step reaction with 7 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C 4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C 5.1: triethylamine / benzene / 20 h / 0 - 20 °C 6.1: HF/pyridine / acetonitrile / 3 h / 0 °C 7.1: LiOH / tetrahydrofuran; H2O / 20 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → 7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-hydroxy-4-phenylamino-butyl)-cyclopentyl]-heptanoic acid

Conditions

Yield

Multi-step reaction with 7 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C 4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C 5.1: magnesium perchlorate / tetrahydrofuran / 3 h / Heating 6.1: HF/pyridine / acetonitrile / 5 h / 0 °C 7.1: 57 percent / LiOH / tetrahydrofuran; H2O / 20 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → 7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-hydroxy-4-phenylamino-butyl)-cyclopentyl]-heptanoic acid methyl ester (221629-38-5)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C 4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C 5.1: magnesium perchlorate / tetrahydrofuran / 3 h / Heating 6.1: HF/pyridine / acetonitrile / 5 h / 0 °C View Scheme

(4R)-4-hydroxy-2-(6-methoxycarbonylhexyl)cyclopent-2-enone (41138-61-8) → 7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-hydroxy-4-phenylsulfanyl-butyl)-cyclopentyl]-heptanoic acid

Conditions

Yield

Multi-step reaction with 7 steps 1.1: 89 percent / 2,6-lutidine / CH2Cl2 / 15 h / -78 - 20 °C 2.1: Mg; I2 / tetrahydrofuran / 3 h / Heating 2.2: 71 percent / CuBr*DMS / tetrahydrofuran / 2.25 h / -78 - 20 °C 3.1: 61 percent / NaBH4 / methanol / 25 h / -78 - -40 °C 4.1: 73 percent / m-CPBA; sodium bicarbonate / CH2Cl2 / 20 h / 20 °C 5.1: triethylamine / benzene / 20 h / 0 - 20 °C 6.1: HF/pyridine / acetonitrile / 3 h / 0 °C 7.1: LiOH / tetrahydrofuran; H2O / 20 °C View Scheme

Upstream product

• 41138-65-2 Benzoic acid (R)-4-hydroxy-2-(6-methoxycarbonyl-hexyl)-3-oxo-cyclopent-1-enyl ester 
• 53147-05-0 7-((R)-4-Hydroxy-2-isopropoxy-5-oxo-cyclopent-1-enyl)-heptanoic acid methyl ester 
• 60934-42-1 7-{5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]cyclopent-1-en-1-yl}heptanoic acid methyl ester 
• 98818-31-6 methyl 7-(2-hydroxy-5-oxocyclopent-3-enyl)heptanoate 
• 101650-79-7 methyl 8-(2-furyl)-8-hydroxy-octanoate 
• 41138-64-1 2-(6'-carbomethoxyhexyl)-4(R)-hydroxy-cyclopentane-1,3-dione 
• 41138-63-0 2-(6-Methoxycarbonylhexyl)-cyclopentan-1,3,4-trion 
• 117254-03-2 (3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-2-methylene-cyclopentanone 
• 131392-85-3 C₇H₁₃IO₂Zn 
• 42038-75-5 methyl 7-<3(S)-(hydroxy)-5-oxo-1-cyclopenten-1-yl>heptanoate 
• 40098-26-8 methyl 7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)heptanoate 
• 3946-32-5 suberic acid monomethyl ester 
• 38199-47-2 8-(furan-2-yl)-8-oxooctanoic acid methyl ester 
• 127126-27-6 methyl 7-<3(R)-(acetyloxy)-5-oxo-1-cyclopenten-1-yl>heptanoate 

Downstream Products

• 161978-56-9 methyl 7-(3-tert-butyldimethylsilyloxy-5-oxo-1-cyclopentenyl)heptanoate 
• 41138-69-6 7-{3-[(tert-butyldimethylsilanyl)oxy]-5-oxocyclopent-1-en-1-yl}heptanoic acid methyl ester 
• 60934-42-1 7-{5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]cyclopent-1-en-1-yl}heptanoic acid methyl ester 
• 76817-55-5 (8R,11R,12R,15S,16S)-11,15-diydroxy-16-methyl-16-methoxy-9-oxo-prost-13-en-1-oic acid methyl ester 
• 76822-56-5 mexiprostil 
• 3434-33-1 prostaglandin E₁ methyl ester 
• 745-65-3 ALPROSTADIL 
• 245126-99-2 7-[(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-(3-hydroxy-4-phenylsulfanyl-butyl)-cyclopentyl]-heptanoic acid methyl ester 
• 1026732-79-5 7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-hydroxy-4-m-tolylsulfanyl-butyl)-cyclopentyl]-heptanoic acid methyl ester 
• 221629-38-5 7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-hydroxy-4-phenylamino-butyl)-cyclopentyl]-heptanoic acid methyl ester 

Relevant articles and documents

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Production of cyclopentenones

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