Phorbol triacetate

Base Information Edit

Chemical Name:Phorbol triacetate
CAS No.:19891-05-5
Molecular Formula:C26H34 O9
Molecular Weight:490.54
Hs Code.:
European Community (EC) Number:633-737-7
DSSTox Substance ID:DTXSID90941756
Mol file:19891-05-5.mol

Synonyms:4aalpha of phorbol 12,13,20-triacetate;phorbol 12,13,20-triacetate

Suppliers and Price of Phorbol triacetate

Supply Marketing:Edit

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

Sigma-Aldrich
Phorbol 12,13,20-triacetate
5mg
$ 456.00

American Custom Chemicals Corporation
Phorbol 12,13,20-triacetate 98.00%
100G
$ 2887.50

American Custom Chemicals Corporation
Phorbol 12,13,20-triacetate 98.00%
10MG
$ 1357.13

AHH
Phorbol 12,13,20-triacetate 98%
0.01g
$ 445.00

Total 1 raw suppliers

Chemical Property of Phorbol triacetate Edit

Chemical Property:

Vapor Pressure:2.33E-16mmHg at 25°C
Boiling Point:589.6°Cat760mmHg
Flash Point:191.1°C
PSA：136.43000
Density:1.32g/cm³
LogP:1.64250
Storage Temp.:−20°C
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:7
Exact Mass:490.22028266
Heavy Atom Count:35
Complexity:1070

Purity/Quality:

98% ^*data from raw suppliers

Phorbol 12,13,20-triacetate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:T+
Statements: 26/27/28-36/37/38
Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC1C(C2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(CC(=C3)COC(=O)C)O)C)O)OC(=O)C)OC(=O)C
Isomeric SMILES:C[C@@H]1[C@H](C2([C@@H](C2(C)C)[C@H]3[C@]1([C@@H]4C=C(C(=O)[C@]4(CC(=C3)COC(=O)C)O)C)O)OC(=O)C)OC(=O)C

Technology Process of Phorbol triacetate

There total 18 articles about Phorbol triacetate 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: 88.0%

: Acetic acid (1aS,1bR,4aS,7aR,7bR,8S,9S,9aR)-9-acetoxy-3-acetoxymethyl-7b-hydroxy-1,1,6,8-tetramethyl-5-oxo-4a-trimethylsilanyloxy-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester

: 19891-05-5
Acetic acid (1aS,1bR,4aS,7aR,7bR,8S,9S,9aR)-9-acetoxy-3-acetoxymethyl-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -20 ℃;
DOI:10.1021/ja9706256

Reference yield: 87.0%

: 17673-25-5
phorbol

: 64-19-7,77671-22-8
acetic acid

: 19891-05-5
phorbol 12,13,20-triacetate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2021.128319

Reference yield:

: Acetic acid (1aS,1bR,4aS,6R,7aR,7bS,8R,9aR)-7b-hydroxy-1,1,6,8-tetramethyl-3-methylene-5,9-dioxo-4a-trimethylsilanyloxy-tetradecahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester

: 19891-05-5
Acetic acid (1aS,1bR,4aS,7aR,7bR,8S,9S,9aR)-9-acetoxy-3-acetoxymethyl-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 54 percent / SeO₂, tBuOOH / CH₂Cl₂

2: SOCl₂, Py / diethyl ether / 0 °C

3: 18-crown-6, AgOAc / acetonitrile

4: 92 percent / NaBH(OAc)3 / tetrahydrofuran

5: 89 percent / DMAP, Py / CH₂Cl₂

7: 88 percent / TBAF / tetrahydrofuran / -20 °C

With pyridine; tert.-butylhydroperoxide; dmap; selenium(IV) oxide; thionyl chloride; 18-crown-6 ether; tetrabutyl ammonium fluoride; silver(I) acetate; sodium tris(acetoxy)borohydride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/ja9706256