10beta-Hydroxytaxa-4(20),11-dien-5alpha-yl acetate

Base Information

Chemical Name:10beta-Hydroxytaxa-4(20),11-dien-5alpha-yl acetate
CAS No.:337515-55-6
Molecular Formula:C22H34O3
Molecular Weight:346.5036
Hs Code.:
DSSTox Substance ID:DTXSID20332113
Nikkaji Number:J1.788.047K
Wikidata:Q27104767
Metabolomics Workbench ID:28646

Synonyms:10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate;337515-55-6;Taxa-4(20),11(12)-dien-5alpha-acetoxy-10beta-ol;5alpha-Acetoxytaxa-4(20),11(12)-dien-10beta-ol;[(1S,3S,5S,8S,10S)-10-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate;SCHEMBL3510752;CHEBI:50436;DTXSID20332113;LMPR0104390006;5alpha-Acetoxytaxa-4(20),11-diene-10beta-ol;Q27104767

Suppliers and Price of 10beta-Hydroxytaxa-4(20),11-dien-5alpha-yl acetate

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
Packaging
price

Total 3 raw suppliers

Chemical Property of 10beta-Hydroxytaxa-4(20),11-dien-5alpha-yl acetate

Chemical Property:

Vapor Pressure:1.83E-09mmHg at 25°C
Boiling Point:436.8°Cat760mmHg
Flash Point:166.3°C
PSA：46.53000
Density:1.06g/cm³
LogP:4.79800
XLogP3:3.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:346.25079494
Heavy Atom Count:25
Complexity:615

Purity/Quality:: 95%+ or 98%+ ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=C2C(CC3(CCC(C(=C)C3CC(C2(C)C)CC1)OC(=O)C)C)O
Isomeric SMILES:CC1=C2[C@H](C[C@@]3(CC[C@@H](C(=C)[C@H]3C[C@@H](C2(C)C)CC1)OC(=O)C)C)O

Technology Process of 10beta-Hydroxytaxa-4(20),11-dien-5alpha-yl acetate

There total 12 articles about 10beta-Hydroxytaxa-4(20),11-dien-5alpha-yl acetate 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: 80.0%

: 444578-29-4
Taxa-4 (20),11(12)-dien-10β-diethyl-iso-propylsilyloxy-5α-acetate

: 337515-55-6
10β-hydroxytaxa-4(20),11(12)-dien-5α-yl acetate

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1021/jo025679z

Reference yield: 40.0%

: 444578-24-9
Taxa-4(20),11(12)-dien-10β-tert-butyldimethylsilyloxy-5α-acetate

: 337515-55-6
10β-hydroxytaxa-4(20),11(12)-dien-5α-yl acetate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 480h;
DOI:10.1021/jo025679z

Reference yield:

: 2α,5α,10β-triacetoxy-14β-(2'-methyl)-butysyloxy-4(20),11-taxadiene

: 337515-55-6
10β-hydroxytaxa-4(20),11(12)-dien-5α-yl acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 89 percent / LiAlH₄ / tetrahydrofuran / 23 h / 20 °C

2.1: 71 percent / imidazole / dimethylformamide / 96 h / -40 °C

3.1: LiHMDS / tetrahydrofuran / 0.17 h / -10 °C

3.2: tetrahydrofuran / 2 h / 20 °C

3.3: 44 percent / tetrahydrofuran / 24 h / 20 °C

4.1: LiHMDS / tetrahydrofuran / 10 h / -10 °C

4.2: tetrahydrofuran / 2 h / 20 °C

4.3: 59 percent / tetrahydrofuran / 24 h / 20 °C

5.1: 46 percent / n-Bu₃SnH; AIBN / toluene / 3 h / Heating

6.1: 96 percent / DMAP / pyridine / 72 h / 20 °C

7.1: 80 percent / TBAF; AcOH / tetrahydrofuran / 24 h / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide; toluene; 5.1: Barton deoxygenation;
DOI:10.1021/jo025679z