Butanedioic acid, 1-[(3E,6S,16R)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl] ester

Base Information

Chemical Name:Butanedioic acid, 1-[(3E,6S,16R)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl] ester
CAS No.:56448-20-5
Molecular Formula:C20H30O7
Molecular Weight:382.454
Hs Code.:
DSSTox Substance ID:DTXSID201128772

Synonyms:Butanedioic acid, 1-[(3E,6S,16R)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl] ester;DTXSID201128772

Suppliers and Price of Butanedioic acid, 1-[(3E,6S,16R)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl] ester

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

Cayman Chemical
A 26771B
1mg
$ 145.00

American Custom Chemicals Corporation
ANTIBIOTIC A 26771B 95.00%
5MG
$ 502.30

AK Scientific
AntibioticA26771B
1mg
$ 295.00

Total 2 raw suppliers

Chemical Property of Butanedioic acid, 1-[(3E,6S,16R)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl] ester

Chemical Property:

Vapor Pressure:2.42E-15mmHg at 25°C
Boiling Point:587.9°C at 760 mmHg
Flash Point:202.4°C
PSA：106.97000
Density:1.15g/cm³
LogP:3.34450
XLogP3:3.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:382.19915329
Heavy Atom Count:27
Complexity:538

Purity/Quality:

>98% ^*data from raw suppliers

A 26771B ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1CCCCCCCCCC(C(=O)C=CC(=O)O1)OC(=O)CCC(=O)O
Isomeric SMILES:C[C@@H]1CCCCCCCCCC(C(=O)/C=C/C(=O)O1)OC(=O)CCC(=O)O
Description A 26771B is a macrolide antibiotic originally isolated from P. turbatum. It is active against S. aureus, S. faecalis, V. coli, M. gallisepticum, M. granularum, M. synoviae, M. hyosynoviae, M. hyopneumoniae, E. amylovora, P. multocida, and X. phaseoli bacteria (MICs = <0.78-50 μg/ml). A 26771B is active against various methicillin-resistant S. aureus (MRSA) strains (MICs = 6-16 μg/ml). A 26771B is also active against C. tropicalis, T. mentagrophytes, B. cinerea, C. ulmi, and V. albo-atrum fungi (MICs = 6.25-100 μg/ml).

Technology Process of Butanedioic acid, 1-[(3E,6S,16R)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl] ester

There total 1 articles about Butanedioic acid, 1-[(3E,6S,16R)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl] ester 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:

: 55362-80-6
9-bromononan-1-ol

: 56448-20-5
5-O-(3-carboxypropionyl)-4-oxo-4,6,7,8,9,10,11,12,13,14,16-undecadeoxy-D-glycero-L-glycero-(E)-2-hexadecano-1,15-lactone

Guidance literature:: Multi-step reaction with 10 steps

1.1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / -55 - 0 °C

2.1: 91 percent / tetrahydrofuran / 4 h / -70 - -60 °C

3.1: t-BuOOH; Ti(O-i-Pr)4; D-(-)-DIPT, 4 Angstroem molecular sieves / CH₂Cl₂ / 15 h / -15 °C

4.1: DIPEA / CH₂Cl₂ / 20 °C

4.2: Mg; Br(CH₂)2Br / tetrahydrofuran / 6 h / 45 - 80 °C

4.3: 83 percent / CuCN / tetrahydrofuran / 4.5 h / -50 - -30 °C

5.1: 96 percent / LiAlH₄ / tetrahydrofuran / 20 °C

6.1: NBS; NaHCO₃ / acetone; H₂O / 2.5 h / -15 °C

6.2: 70 percent / pyridine / acetone; H₂O / 5 h / 20 °C

7.1: NaClO₂; 2-methyl-2-butene / 2-methyl-propan-2-ol; aq. phosphate buffer / 3 h / 20 °C / pH 3.6

8.1: Et₃N / tetrahydrofuran / 2 h / 20 °C

8.2: 130 mg / DMAP / toluene; tetrahydrofuran / 5 h / 65 - 70 °C

9.1: TFA / CH₂Cl₂ / 4 h / 20 °C

10.1: 47 mg / DMAP / CH₂Cl₂ / 6 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium chlorite; N-Bromosuccinimide; lithium aluminium tetrahydride; 2-methyl-but-2-ene; oxalyl dichloride; 4 A molecular sieve; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; phosphate buffer; dichloromethane; water; acetone; tert-butyl alcohol; 1.1: Oxidation / 2.1: Addition / 3.1: kinetic resolution, oxidation / 4.1: Etherification / 4.2: Metallation / 4.3: Addition / 5.1: Reduction / 6.1: Oxidation / 6.2: Isomerization / 7.1: Oxidation / 8.1: Acylation / 8.2: Cyclization / 9.1: Hydrolysis / 10.1: Acylation;
DOI:10.1021/jo991282s