(1SR,2RS,3RS,4RS)-3-<(3SR)-4-(3-chlorophenoxy)-3-(1-ethoxy-ethoxy)-1(E)-butenyl>-2-<3-cyano-3-dimethylamino-2(E)-propenyl>-4-(1-ethoxy-ethoxy)cyclopentanol

Base Information

• Chemical Name: (1SR,2RS,3RS,4RS)-3-<(3SR)-4-(3-chlorophenoxy)-3-(1-ethoxy-ethoxy)-1(E)-butenyl>-2-<3-cyano-3-dimethylamino-2(E)-propenyl>-4-(1-ethoxy-ethoxy)cyclopentanol
• CAS No.: 109323-21-9
• Molecular Formula: C₂₉H₄₃ClN₂O₆
• Molecular Weight: 551.123
• Mol file: 109323-21-9.mol

Synonyms:

Chemical Property of (1SR,2RS,3RS,4RS)-3-<(3SR)-4-(3-chlorophenoxy)-3-(1-ethoxy-ethoxy)-1(E)-butenyl>-2-<3-cyano-3-dimethylamino-2(E)-propenyl>-4-(1-ethoxy-ethoxy)cyclopentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1SR,2RS,3RS,4RS)-3-<(3SR)-4-(3-chlorophenoxy)-3-(1-ethoxy-ethoxy)-1(E)-butenyl>-2-<3-cyano-3-dimethylamino-2(E)-propenyl>-4-(1-ethoxy-ethoxy)cyclopentanol

There total 8 articles about (1SR,2RS,3RS,4RS)-3-<(3SR)-4-(3-chlorophenoxy)-3-(1-ethoxy-ethoxy)-1(E)-butenyl>-2-<3-cyano-3-dimethylamino-2(E)-propenyl>-4-(1-ethoxy-ethoxy)cyclopentanol 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: 68.0%

(3aR,4R,5R,6aS)-4-((3R,E)-4-(3-chlorophenoxy)-3-(1-ethoxyethoxy)but-1-enyl)-5-(1-ethoxyethoxy)hexahydro-2Hcyclopenta[b]furan-2-ol (109323-20-8) + 1-Cyano-1-dimethylamino-methanphosphonsaeurediethylester-Lithium (112275-90-8) → (E)-4-[(1R,2R,3R,5S)-2-[(E)-(R)-4-(3-Chloro-phenoxy)-3-(1-ethoxy-ethoxy)-but-1-enyl]-3-(1-ethoxy-ethoxy)-5-hydroxy-cyclopentyl]-2-dimethylamino-but-2-enenitrile (109323-21-9)

Guidance literature:

In tetrahydrofuran; for 1h; Heating;

Reference yield:

<3aα,4α,5β,6aα>-(+/-)-hexahydro-5-hydroxy-4-<(E)-4-(3-chlorophenoxy)-(3α)-hydroxy-1-butenyl>-2H-cyclopentafuran-2-one (52267-81-9,53906-54-0,54142-65-3,59685-87-9,59685-90-4,72029-56-2,93302-71-7,93302-72-8) → (1SR,2RS,3RS,4RS)-3-<(3SR)-4-(3-chlorophenoxy)-3-(1-ethoxy-ethoxy)-1(E)-butenyl>-2-<3-cyano-3-dimethylamino-2(Z)-propenyl>-4-(1-ethoxy-ethoxy)cyclopentanol (109323-21-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / pyridinium p-toluene sulfonate / CH₂Cl₂ / 0.5 h / 20 °C

2: 100 percent / diisobutylaluminium hydride / toluene / 0.5 h / -78 °C

3: 1.) n-BuLi / 1.) THF/hexane, 20 deg C; 2.) THF, 2 h, reflux

With n-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In dichloromethane; toluene;

Reference yield:

<3aα,4α,5β,6aα>-(+/-)-hexahydro-5-hydroxy-4-<(E)-4-(3-chlorophenoxy)-(3α)-hydroxy-1-butenyl>-2H-cyclopentafuran-2-one (52267-81-9,53906-54-0,54142-65-3,59685-87-9,59685-90-4,72029-56-2,93302-71-7,93302-72-8) → (1SR,2RS,3RS,4RS)-3-<(3SR)-4-(3-chlorophenoxy)-3-(1-ethoxy-ethoxy)-1(E)-butenyl>-2-<3-cyano-3-dimethylamino-2(E)-propenyl>-4-(1-ethoxy-ethoxy)cyclopentanol (109323-21-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / pyridinium p-toluene sulfonate / CH₂Cl₂ / 0.5 h / 20 °C

2: 100 percent / diisobutylaluminium hydride / toluene / 0.5 h / -78 °C

3: 1.) n-BuLi / 1.) THF/hexane, 20 deg C; 2.) THF, 2 h, reflux

With n-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In dichloromethane; toluene;

upstream raw materials:

(3aR,4R,5R,6aS)-4-((3R,E)-4-(3-chlorophenoxy)-3-(1-ethoxyethoxy)but-1-enyl)-5-(1-ethoxyethoxy)hexahydro-2Hcyclopenta[b]furan-2-ol

1-Cyano-1-dimethylamino-methanphosphonsaeurediethylester-Lithium

diethyl α-cyano-α-dimethylaminomethylphosphonate

(1SR,5RS,6RS,7RS)-6-<(3SR)-4-(3-chlorophenoxy)-3-(1-ethoxy-ethoxy)-1(E)-butenyl>-7-(1-ethoxy-ethoxy)-2-oxabicyclo<3.3.0>octan-3ξ-ol

Downstream raw materials:

(1SR,6RS,7RS,8RS)-7-<(3SR)-4-(3-chlorophenoxy)-3-hydroxy-1(E)-butenyl>-8-hydroxy-2-oxabicyclo<4.3.0>nonan-3-one

methyl 3-<(1RS,2RS,4RS,5RS)-<(3SR)-4(3-chlorophenoxy)-3-hydroxy-1(E)-butenyl>-2,4-dihydroxy-cyclopentyl>propionate