Cineromycin B

Base Information

Chemical Name:Cineromycin B
CAS No.:11033-23-1
Molecular Formula:C₁₇H₂₆O₄
Molecular Weight:294.391
Hs Code.:
Nikkaji Number:J1.294.276A,J93.403H
Wikipedia:Cineromycin_B
Wikidata:Q76387026
Mol file:11033-23-1.mol

Synonyms:(3Z,5R,6Z,8S,9Z,13S,14R)-5,8-dihydroxy-5,9,13,14-tetramethyl-1-oxacyclotetradeca-3,6,9-trien-2-one;cineromycin B

Suppliers and Price of Cineromycin B

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 5 raw suppliers

Chemical Property of Cineromycin B

Chemical Property:

Vapor Pressure:1.53E-11mmHg at 25°C
Boiling Point:487.3°C at 760 mmHg
Flash Point:173.6°C
PSA：66.76000
Density:1.028g/cm³
LogP:2.51860
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:0
Exact Mass:294.18310931
Heavy Atom Count:21
Complexity:450

Purity/Quality:: 98%,99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1CCC=C(C(C=CC(C=CC(=O)OC1C)(C)O)O)C
Isomeric SMILES:C[C@H]1CC/C=C(\[C@H](/C=C\[C@@](/C=C\C(=O)O[C@@H]1C)(C)O)O)/C

Technology Process of Cineromycin B

There total 20 articles about Cineromycin B 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: 100.0%

: 651712-23-1
(3E,6E,9E)-(5R,8S,13S,14R)-8-Hydroxy-5,9,13,14-tetramethyl-5-triethylsilanyloxy-oxacyclotetradeca-3,6,9-trien-2-one

: 11033-23-1
cineromycin B

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2003.10.021

Reference yield: 29.0%

: 177656-13-2
(3E,6E,9E)-(5R,13S,14R)-5-Hydroxy-5,9,13,14-tetramethyl-oxacyclotetradeca-3,6,9-triene-2,8-dione

: 11033-23-1
cineromycin B

: (3E,6E,9E)-(5R,8R,13S,14R)-5,8-Dihydroxy-5,9,13,14-tetramethyl-oxacyclotetradeca-3,6,9-trien-2-one

Guidance literature:: With sodium tetrahydroborate; In methanol; for 0.166667h;
DOI:10.7164/antibiotics.49.438

Reference yield:

: 144950-82-3
(E)-4-(t-butyl-dimethyl-silanyloxy)-2-methyl-but-2-enal

: 11033-23-1
cineromycin B

Guidance literature:: Multi-step reaction with 13 steps

1.1: 92 percent / benzene / Heating

2.1: 95 percent / TBAF / tetrahydrofuran / -78 - 0 °C

3.1: L(+)-diethyl tartrate; TBHP; Ti(O-iPr)4 / 4A MS / CH₂Cl₂ / -25 - 15 °C

4.1: 80 percent / pyridine / CH₂Cl₂

5.1: LHMDS / tetrahydrofuran / -98 °C

6.1: (PhSe)2; NaBH₄ / methanol / 0 - 20 °C

6.2: H₂O₂ / tetrahydrofuran / 0 °C

7.1: 86 percent / TBAF*xH₂O; 4A MS; HMPA

8.1: 78 percent / NaOH; water / tetrahydrofuran / 0 °C

9.1: pyridine / 60 °C

10.1: pyridine / 60 °C

11.1: 70 percent / TBAF / tetrahydrofuran / 20 °C

12.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran

12.2: 42 percent / DMAP / toluene / Heating

13.1: 100 percent / TBAF / tetrahydrofuran

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; diethyl (2R,3R)-tartrate; diphenyl diselenide; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; water; triethylamine; lithium hexamethyldisilazane; 4A MS; In tetrahydrofuran; methanol; dichloromethane; benzene; 4.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2003.10.021