34565-32-7

Basic information

• Product Name: (±)-Pestalotin
• Synonyms: (±)-Pestalotin;(S)-5,6-Dihydro-6-[(S)-1-hydroxypentyl]-4-methoxy-2H-pyran-2-one;6-Hydroxy-3-Methoxy-2-decen-5-olide, LL-P880 alpha
• CAS NO: 34565-32-7
• Molecular Formula: C₁₁H₁₈O₄
• Molecular Weight: 214.2582
• Mol File: 34565-32-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 76-79 °C(Solv: hexane (110-54-3); benzene (71-43-2))
• Boiling Point: 384.7°Cat760mmHg
• Flash Point: 148.2°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 1.67E-07mmHg at 25°C
• Refractive Index: 1.488
• PKA: 13.90±0.20(Predicted)
• CAS DataBase Reference: (±)-Pestalotin(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-Pestalotin(34565-32-7)
• EPA Substance Registry System: (±)-Pestalotin(34565-32-7)

Safety Data

• Hazardous Substances Data: 34565-32-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 34565-32-7 differently. You can refer to the following data:
1. Pestalotin is a pyran-2-one metabolite produced by Pencillium decumbens. Pestalotin is a gibberellin synergist and plant growth stimulator. Pestalotin does not influence elongation of rice seedlings when given alone, but acts synergistically to enhance gibberellic acid-induced elongation.
2. Pestalotin is a pyran-2-one metabolite that can act as a gibberellin synergist.

InChI:InChI=1/C11H18O4/c1-3-4-5-9(12)10-6-8(14-2)7-11(13)15-10/h7,9-10,12H,3-6H2,1-2H3/t9-,10-/m0/s1

Upstream product

• 141520-55-0 methyl 5-hydroxy-6-<(2-methoxyethoxy)methoxy>-3-oxodecanoate 
• 141520-56-1 5,6-dihydro-6-<1'-<(2-methoxyethoxy)methoxy>pentyl>pyran-2,4-(3H)-dione 
• 141520-57-2 methyl 2-<(2-methoxyethoxy)methoxy>hexanoate 
• 141520-58-3 2-<(2-methoxyethoxy)methoxy>hexan-1-ol 
• 128950-72-1 2-<(2-Methoxyethoxy)methoxy>hexanal 
• 68756-64-9 2-hydroxyhexanoic acid methyl ester 
• 636-36-2 rac-2-hydroxyhexanoic acid 
• 70326-39-5 α-benzyloxyhexanal 
• 54620-78-9 6-(1'-benzyloxypentyl)-5,6-dihydro-4-methoxypyran-2-one 
• 90838-56-5 5,6-dihydro-4-methoxy-6-<1'-<(2-methoxyethoxy)methoxy>pentyl>pyran-2-one 
• 54620-76-7 (R)-6-Benzyloxy-5-hydroxy-dec-2-ynoic acid 
• 54620-77-8 methyl (5R, 6RS)-6-benzyloxy-5-hydroxy-2-decyonate 
• 51703-66-3 (S)-(-)-1-heptyn-3-ol 
• 26119-02-8 hept-1-yn-3-one 

Downstream Products

• 41164-65-2 C₂₅H₃₀O₈ 

Relevant articles and documents

Divergent asymmetric total synthesis of all four pestalotin diastereomers from (R)-glycidol

All four chiral pestalotin diastereomers were synthesized in a straightforward and divergent manner from common (R)-glycidol. Catalytic asymmetric Mukaiyama aldol reactions of readily-available bis(TMSO)diene (Chan’s diene) with (S)-2-benzyloxyhexanal der

High Diastereoselection in the Aldol Reaction of the Bistrimethylsilyl Enol Ether of Methyl Acetoacetate with 2-Benzyloxyhexanal: Synthesis of (-)-Pestalotin

Aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate, compound 2, with 2-benzyloxyhexanal 3c affords highly selectively (99:1) the syn-aldol adduct 4c in the presence of titanium tetrachloride.The stereocontrolled synthesis of (-)-pestalotin 7 has been achieved.

Highly Diastereoselective Titanium Tetrachloride-mediated Aldol Condensation of the Bistrimethylsilyl Enol Ether of Acetoacetic Ester with 2-Benzyloxyhexanal. A Synthesis of (-)-Pestalotin

Titanium tetrachloride-mediated aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate (1) with 2-benzyloxyhexanal (3) gives highly selectively (99:1) the syn aldol adduct (5); the stereocontrolled synthesis of (-)-pestalotin (9) ha