[3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one

Base Information

• Chemical Name: [3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one
• CAS No.: 67738-67-4
• Molecular Formula: C₁₇H₁₇ClO₅
• Molecular Weight: 336.772

Synonyms:[3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one

Chemical Property of [3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one

Chemical Property:

• Boiling Point: 537.8±50.0 °C(Predicted)
• PKA: 14.09±0.40(Predicted)
• PSA: 72.83000
• Density: 1.418
• LogP: 2.15660

Purity/Quality:

99.5% ^*data from raw suppliers

[3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

Technology Process of [3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one

There total 3 articles about [3aa,4a(E),5b,6aa]-4-[4-(3-Chlorophenoxy)-3-oxo-1-butenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one 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: 30.0%

dimethyl 3-(3-chlorophenoxy)-2-oxopropylphosphonate (40665-94-9) → [3aα,4α(E),5β,6aα]-(+/-)-4-[4-(3-chlorophenoxy)-3-oxo-1-butenyl]-hexahydro-5-hydroxy-2H-cyclopenta[b]-furan-2-one (53872-62-1,67738-67-4,79356-61-9) + (3aR,4R,5R,6aS)-5-Hydroxy-2-oxo-hexahydro-cyclopenta[b]furan-4-carbaldehyde

Guidance literature:

Reference yield:

(1SR,2RS,6SR,8RS)-10-(3-chlorophenoxymethyl)-10,12-dimethoxy-5,9-dioxatricyclo<6.4.0.02,6>dodecan-4-one (123989-25-3,130272-40-1,130272-41-2) → (3aS,4S,6aR)-4-[(E)-4-(3-Chloro-phenoxy)-3-oxo-but-1-enyl]-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one (53872-62-1,67738-67-4,79356-61-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; for 72h; Ambient temperature;

Reference yield:

(1SR,5RS,6RS,7RS)-6-<4-(3-chlorophenoxy)-3-oxobut-1(E)-en-1-yl>-7-trimethylsiloxy-2-oxabicyclo<3.3.0>octan-3-one (62515-35-9,109009-76-9) → (3aS,4S,6aR)-4-[(E)-4-(3-Chloro-phenoxy)-3-oxo-but-1-enyl]-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one (53872-62-1,67738-67-4,79356-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.5 percent / H₂SO₄ conc. / 24 h

2: toluene-p-sulfonic acid / acetone / 72 h / Ambient temperature

With sulfuric acid; toluene-4-sulfonic acid; In acetone;

upstream raw materials:

(1SR,2RS,6SR,8RS)-10-(3-chlorophenoxymethyl)-10,12-dimethoxy-5,9-dioxatricyclo<6.4.0.0^2,6>dodecan-4-one

(1SR,5RS,6RS,7RS)-6-<4-(3-chlorophenoxy)-3-oxobut-1(E)-en-1-yl>-7-trimethylsiloxy-2-oxabicyclo<3.3.0>octan-3-one

dimethyl 3-(3-chlorophenoxy)-2-oxopropylphosphonate

Downstream raw materials:

(3aα,3bβ,6R*,7aα,8aα)-4-(4-(3-chlorophenoxy)-3-oxobutyl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one

<3aα,4α,5β,6aα>-(+/-)-hexahydro-5-hydroxy-4-<(E)-4-(3-chlorophenoxy)-(3α)-hydroxy-1-butenyl>-2H-cyclopentafuran-2-one

cloprostenol

16-(m-chlorophenoxy)-9α,11α,15β-trihydroxy-17,18,19,20-tetranor-5-cis-13-trans-prostadienoic acid

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