Phytuberol

Base Information

• Chemical Name: Phytuberol
• CAS No.: 56857-64-8
• Deprecated CAS: 54717-68-9
• Molecular Formula: C15H24O3
• Molecular Weight: 252.3493
• UNII: Z77VOK36QF
• Nikkaji Number: J31.900G
• Wikidata: Q27295102
• Mol file: 56857-64-8.mol

Synonyms:Phytuberol;Desacetylphytuberin;56857-64-8;Z77VOK36QF;3aH-Furo(3,2-c)isobenzofuran-8-methanol, 5,5a,6,7,8,9-hexahydro-alpha,alpha,3a,5a-tetramethyl-, (3aR,5aS,8R,9aR)-;UNII-Z77VOK36QF;DEACETYLPHYTUBERIN;SCHEMBL5912203;Q27295102;3AH-FURO(3,2-C)ISOBENZOFURAN-8-METHANOL, 5,5A,6,7,8,9-HEXAHYDRO-.ALPHA.,.ALPHA.,3A,5A-TETRAMETHYL-, (3AR,5AS,8R,9AR)-;3AH-FURO(3,2-C)ISOBENZOFURAN-8-METHANOL, 5,5A,6,7,8,9-HEXAHYDRO-.ALPHA.,.ALPHA.,3A,5A-TETRAMETHYL-, (3AR-(3A.ALPHA.,5A.BETA.,8.BETA.,9AR*))-

Chemical Property of Phytuberol

Chemical Property:

• Vapor Pressure: 2.11E-06mmHg at 25°C
• Boiling Point: 353.3°Cat760mmHg
• Flash Point: 167.4°C
• PSA: 38.69000
• Density: 1.12g/cm³
• LogP: 2.63530
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 252.17254462
• Heavy Atom Count: 18
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC13C(C=CO3)(OC2)C)C(C)(C)O
• Isomeric SMILES: C[C@@]12CC[C@H](C[C@]13[C@@](C=CO3)(OC2)C)C(C)(C)O

Technology Process of Phytuberol

There total 13 articles about Phytuberol 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: 83.0%

4,6β-dimethyl-6α-formyl-9β-(2-hydroxy-2-methyl)ethyl-1-oxaspiro<4.5>dec-3-en-2-one (68962-07-2) → deacetylphytuberin (56857-64-8)

Guidance literature:

With diisobutylaluminium hydride; In 1,2-dimethoxyethane; hexane; at -78 - 0 ℃; for 1.5h;

DOI:10.1246/bcsj.55.1202

Reference yield: 63.0%

(5S,6S,9R)-6-Hydroxymethyl-9-(1-hydroxy-1-methyl-ethyl)-4,6-dimethyl-1-oxa-spiro[4.5]dec-3-en-2-one (76192-84-2) → deacetylphytuberin (56857-64-8)

Guidance literature:

With diisobutylaluminium hydride; 1.) -40 deg C, 1.0 h, 2.) 0 deg C, 0.5 h;

DOI:10.1021/ja00545a032

Reference yield: 13.2%

(4R,5R)-1,4:2,5-diepoxy-1,2-secoeudesm-2-en-11-yl acetate (37209-50-0,55304-03-5,39311-20-1) → deacetylphytuberin (56857-64-8)

Guidance literature:

With slices of potato tubers (Rishiri); at 23 ℃; for 48h;

DOI:10.1246/cl.1987.1377

upstream raw materials:

(5S,6S,9R)-6-Hydroxymethyl-9-(1-hydroxy-1-methyl-ethyl)-4,6-dimethyl-1-oxa-spiro[4.5]dec-3-en-2-one

(4R,5R)-1,4:2,5-diepoxy-1,2-secoeudesm-2-en-11-yl acetate

4,6β-dimethyl-6α-formyl-9β-(2-hydroxy-2-methyl)ethyl-1-oxaspiro<4.5>dec-3-en-2-one

1β-hydroxy-β-rotunol

Downstream raw materials:

(4R,5R)-1,4:2,5-diepoxy-1,2-secoeudesm-2-en-11-yl acetate