7S,8R,17R-TRIHYDROXY-4Z,9E,11E,13Z,15E19Z-DOCOSAHEXAENOIC ACID

Base Information

Chemical Name:7S,8R,17R-TRIHYDROXY-4Z,9E,11E,13Z,15E19Z-DOCOSAHEXAENOIC ACID
CAS No.:528583-91-7
Molecular Formula:C₂₂H₃₂O₅
Molecular Weight:376.493
Hs Code.:
Mol file:528583-91-7.mol

Synonyms:17(R)-RESOLVIN D1;17(R)-RVD1;7S,8R,17R-TRIHYDROXY-4Z,9E,11E,13Z,15E19Z-DOCOSAHEXAENOIC ACID

Suppliers and Price of 7S,8R,17R-TRIHYDROXY-4Z,9E,11E,13Z,15E19Z-DOCOSAHEXAENOIC ACID

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
17(R)-Resolvin D1 ≥95%
100μg
$ 1068.00

Cayman Chemical
17(R)-Resolvin D1 ≥95%
50μg
$ 609.00

Cayman Chemical
17(R)-Resolvin D1 ≥95%
25μg
$ 321.00

Cayman Chemical
17(R)-Resolvin D1 ≥95%
10μg
$ 136.00

Total 5 raw suppliers

Chemical Property of 7S,8R,17R-TRIHYDROXY-4Z,9E,11E,13Z,15E19Z-DOCOSAHEXAENOIC ACID

Chemical Property:

Boiling Point:609.2±55.0 °C(Predicted)
PKA:4.58±0.10(Predicted)
PSA：97.99000
Density:1.101±0.06 g/cm3(Predicted)
LogP:3.46130

Purity/Quality:

97% ^*data from raw suppliers

17(R)-Resolvin D1 ≥95% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Uses 17(R)-Resolvin D1 is an exhibitor of a dose-dependent reduction in leukocyte infiltration.is used in methods for predicting patient response to disease-modifying antirheumatic drug (DMARD).

Technology Process of 7S,8R,17R-TRIHYDROXY-4Z,9E,11E,13Z,15E19Z-DOCOSAHEXAENOIC ACID

There total 37 articles about 7S,8R,17R-TRIHYDROXY-4Z,9E,11E,13Z,15E19Z-DOCOSAHEXAENOIC ACID 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: 94.0%

: 937738-63-1,937738-64-2
methyl (4Z,7S,8R,9E,11E,13Z,15E,17S,19Z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoate

: 872993-05-0,528583-91-7
Resolvin D₁

Guidance literature:: methyl (4Z,7S,8R,9E,11E,13Z,15E,17S,19Z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoate; With water; lithium hydroxide; In methanol; at 0 ℃; Inert atmosphere;

With sodium dihydrogenphosphate; In ethyl acetate; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.10.059

Reference yield:

: 1415668-79-9
methyl (4Z,7S,8R,9E,11E,15E,17S,19Z)-7,8,17-trihydroxydocosa-4,9,11,15,19-pentaen-13-ynoate

: 872993-05-0,528583-91-7
Resolvin D₁

Guidance literature:: Multi-step reaction with 2 steps

1.1: water / methanol / 5 h / 50 °C

2.1: water; lithium hydroxide / methanol / 0 °C / Inert atmosphere

2.2: Inert atmosphere

With water; lithium hydroxide; In methanol;
DOI:10.1016/j.tetlet.2012.10.059

Reference yield:

: (S)-3-[(tert-butyldiphenylsilyl)oxy]-1-[(2S,3S)-3-[2-((4-methoxybenzyl)oxy)ethyl]oxiran-2-yl]propan-1-ol

: 872993-05-0,528583-91-7
Resolvin D₁

Guidance literature:: Multi-step reaction with 15 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 20 °C

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / aq. phosphate buffer; dichloromethane / 2 h / 20 °C / pH 6.8

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

3.2: 0.17 h / -78 - 20 °C

4.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 20 °C

5.1: n-butyllithium; diisopropylamine / diethyl ether; hexane; tetrahydrofuran / 0.25 h / -78 °C

5.2: 0.25 h / -78 - 20 °C

6.1: zirconocene dichloride; diisobutylaluminium hydride / hexane; tetrahydrofuran / 1 h / -78 - 20 °C

6.2: 0.33 h / -78 - 20 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

8.1: 2,6-dimethylpyridine / dichloromethane / 0.25 h / 0 °C

9.1: pyridinium p-toluenesulfonate; methanol / dichloromethane / 3 h / 20 °C

10.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

10.2: 0.08 h / -78 - 20 °C

11.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 20 °C

11.2: 0.08 h / -78 - 0 °C

12.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; tert-butylamine / 0.25 h / 20 °C

13.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

14.1: zinc; copper diacetate; silver nitrate / diethyl ether; water; methanol; acetone / 5 h / 20 °C

15.1: methanol; lithium hydroxide / water; tetrahydrofuran / 5 h / 20 °C

With 2,6-dimethylpyridine; methanol; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; zirconocene dichloride; oxalyl dichloride; tetrabutyl ammonium fluoride; copper diacetate; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; silver nitrate; dimethyl sulfoxide; tert-butylamine; diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hydroxide; zinc; In tetrahydrofuran; methanol; aq. phosphate buffer; diethyl ether; hexane; dichloromethane; water; acetone; 3.1: |Swern Oxidation / 3.2: |Swern Oxidation / 10.1: |Swern Oxidation / 10.2: |Swern Oxidation / 12.1: |Sonogashira Cross-Coupling;
DOI:10.1039/C8OB03128B