856453-29-7

Upstream product

• 41639-74-1 (3aR,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S)-5-phenyl-3-hydroxy-(1E)-pentenyl]-2H-cyclopentane [β] furan-2-one 
• 110-87-2 3,4-dihydro-2H-pyran 
• 145667-75-0 (1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-one 
• 61263-22-7 (3aR,4R,5R,6aS)-4-((3R)-5-phenyl-3-((tetrahydro-2H-pyran-2-yl)oxy)pentyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one 
• 856453-27-5 C₂₉H₄₆O₇ 

Downstream Products

• 130209-82-4 latanoprost 
• 41639-83-2 latanoprost acid 

Relevant academic research and scientific papers

An improved synthesis of latanoprost involving effective control on 15(S) diastereomer

An improved process for the synthesis of latanoprost having excellent optical purity (de 99.9%, [α]D20 = +35.37° (c = 0.90, acetonitrile)) without use of preparative HPLC is described. This process involves effective purification of hydroxyl intermediate (5A) through solvent crystallization followed by inhibition of inversion of the chiral center at C-15 position. This was possible due to judicious use of diol intermediate (6) for double bond reduction prior to hydroxyl protection.

Processes for the preparation of isomer free prostaglandins

Novel processes for the preparation of a compound of Formula I-2 substantially free of the 5,6-trans isomer: wherein R2, R3 and R4 are as defined in the specification are provided. Novel intermediates for the preparations of isomer free Prostaglandins and derivatives thereof are also provided.

PROCESSES AND INTERMEDIATES FOR THE PREPARATIONS OF ISOMER FREE PROSTAGLANDINS

Novel processes for the preparation of a compound of Formula I-2 substantially free of the 5,6-trans isomer: wherein R2, R3 and R4 are as defined in the specification are provided. Novel intermediates for the preparations of isomer free Prostaglandins and derivatives thereof are also provided.

Method for preparing prostaglandin F analogue

A method for preparing a prostaglandin F analogue represented by the following formula (I) is disclosed, wherein R1, and are as defined in the specification.

Method for preparing prostaglandin derivative

A method for preparing a prostaglandin derivative represented by the following general formula (I): (wherein Ph represents phenyl group, R1 represents a C1-7 alkyl group, a C1-7 alkenyl group, phenyl group, or benzyl group), which comprises the successive steps (1) to (8) described in the specification, or any one step or two or more successive steps selected from the group consisting of the steps (1) to (8). A method for efficiently, inexpensively and safely preparing prostaglandin derivatives, of which typical example is latanoprost, is provided.

METHOD FOR PREPARING PROSTAGLANDIN DERIVATIVE

A method for preparing a prostaglandin derivative represented by the following general formula (I): (wherein Ph represents phenyl group, R1 represents a C1-7 alkyl group, a C1-7 alkenyl group, phenyl group, or benzyl group), which comprises the successive steps (1) to (8) described in the specification, or any one step or two or more successive steps selected from the group consisting of the steps (1) to (8). A method for efficiently, inexpensively and safely preparing prostaglandin derivatives, of which typical example is latanoprost, is provided.

Method and intermediate for preparing a prostaglandin F-type compound

A method for preparing a prostaglandin F-type compound. Also disclosed is an intermediate of the following formula (II) compound wherein R′, X and A have the same meaning as given in the specification.

PROSTAGLANDIN SYNTHESIS

A process for the preparation of prostaglandin compounds having the formula (I); wherein A is selected from the group consisting Of C1-C6 alkyl; C7-C16 aralkyl wherein the aryl group is optionally substituted with one to three substituents selected from the group consisting Of C1 -C6 alkyl, halo and CF3; and (CH2)nOR' wherein n is from 1 to 3 and R' represents a C6-Cl0 aryl group which is optionally substituted with one to three substituents selected from the group consisting Of C1-C6 alkyl, halo and CF3; B is selected from OR" and NHR" wherein R" is C1-C6 alkyl; and formula (a) represents a double bond or a single bond, is disclosed. Novel intermediates are also disclosed.

Prostaglandin synthesis

A process for the preparation of prostaglandin compounds having the formula (I): wherein A is selected from the group consisting of C1-C6 alkyl groups; C7-C16 aralkyl groups wherein an aryl portion thereof is unsubstituted or substituted with one to three substituents selected from the group consisting of C1-C6 alkyl groups, halo and CF3; and (CH2)nOR′ wherein n is an integer from 1 to 3 and R′ represents a C6-C10 aryl group which is unsubstituted or substituted with one to three substituents selected from the group consisting of C1-C6 alkyl groups, halo and CF3; B is selected from OR″ and NHR″ wherein R″ is C1-C6 alkyl groups; and represents a double bond or a single bond, is disclosed. Novel intermediates are also disclosed.