(2E,4E,6Z,8E,10E,12R,13R,14E,16S)-13-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2,10,12,14,16-pentamethyl-18-phenyloctadeca-2,4,6,8,10,14-hexaenamide

Base Information

Chemical Name:(2E,4E,6Z,8E,10E,12R,13R,14E,16S)-13-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2,10,12,14,16-pentamethyl-18-phenyloctadeca-2,4,6,8,10,14-hexaenamide
CAS No.:135383-02-7
Molecular Formula:C32H45 N O3
Molecular Weight:491.7
Hs Code.:
Nikkaji Number:J1.414.107C
Wikidata:Q105149717
Metabolomics Workbench ID:98805
ChEMBL ID:CHEMBL4209709
Mol file:135383-02-7.mol

(2E,4E,6Z,8E,10E,12R,13R,14E,16S)-13-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2,10,12,14,16-pentamethyl-18-phenyloctadeca-2,4,6,8,10,14-hexaenamide

Synonyms:stipiamide

Suppliers and Price of (2E,4E,6Z,8E,10E,12R,13R,14E,16S)-13-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2,10,12,14,16-pentamethyl-18-phenyloctadeca-2,4,6,8,10,14-hexaenamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 2 raw suppliers

Chemical Property of (2E,4E,6Z,8E,10E,12R,13R,14E,16S)-13-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2,10,12,14,16-pentamethyl-18-phenyloctadeca-2,4,6,8,10,14-hexaenamide

Chemical Property:

Vapor Pressure:9.62E-21mmHg at 25°C
Boiling Point:703°Cat760mmHg
Flash Point:379°C
PSA：49.33000
Density:1.02g/cm³
LogP:7.67690
XLogP3:7.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:14
Exact Mass:491.33994430
Heavy Atom Count:36
Complexity:824

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(CCC1=CC=CC=C1)C=C(C)C(C(C)C=C(C)C=CC=CC=CC=C(C)C(=O)NC(C)CO)O
Isomeric SMILES:C[C@@H](CCC1=CC=CC=C1)/C=C(\C)/[C@@H]([C@H](C)/C=C(\C)/C=C/C=C\C=C\C=C(/C)\C(=O)N[C@@H](C)CO)O

Technology Process of (2E,4E,6Z,8E,10E,12R,13R,14E,16S)-13-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2,10,12,14,16-pentamethyl-18-phenyloctadeca-2,4,6,8,10,14-hexaenamide

There total 12 articles about (2E,4E,6Z,8E,10E,12R,13R,14E,16S)-13-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-2,10,12,14,16-pentamethyl-18-phenyloctadeca-2,4,6,8,10,14-hexaenamide 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:

: C₄₄H₇₃NO₃Si₂

: 135383-02-7
phenalamide A₁

: 140695-41-6
phenalamide A₂

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 0 ℃; for 3h; Title compound not separated from byproducts.;
DOI:10.1021/ol990944x

Reference yield:

: 186895-56-7
(3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

: 135383-02-7
phenalamide A₁

Guidance literature:: Multi-step reaction with 8 steps

1: AD-mix-α / 2-methyl-propan-2-ol; H2O / 30 h

2: NaIO₄ / tetrahydrofuran; H₂O / 0.5 h

3: toluene / 12 h / 20 - 90 °C

4: 81 percent / DIBAL / tetrahydrofuran / 1 h / -40 °C

5: 3A MS, NMO, TPAP / CH₂Cl₂ / 0.17 h

6: CrCl₂ / tetrahydrofuran / 3 h / 0 °C

7: 86 percent / TBAF / tetrahydrofuran / 30 h / Ambient temperature

8: NMP, (MeCN)2PdCl₂ / 0.25 h / 0 °C

With 1-methyl-pyrrolidin-2-one; chromium dichloride; dichloro bis(acetonitrile) palladium(II); sodium periodate; AD-mix-α; N-methyl-2-indolinone; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/ja972603p

Reference yield:

: 186895-62-5
(1E,3E,5R,6R,7E,9S)-1-iodo-3,5,7,9-tetramethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-1,3,7-undecatriene

: 135383-02-7
phenalamide A₁

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / TBAF / tetrahydrofuran / 30 h / Ambient temperature

2: NMP, (MeCN)2PdCl₂ / 0.25 h / 0 °C

With 1-methyl-pyrrolidin-2-one; dichloro bis(acetonitrile) palladium(II); tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/ja972603p