D-ribo-Dec-4-enonic acid, 2,3-anhydro-4,5,8,10-tetradeoxy-, tha-lactone, (2xi-iota,3xi-iota,4E)- (9CI)

Base Information

Chemical Name:D-ribo-Dec-4-enonic acid, 2,3-anhydro-4,5,8,10-tetradeoxy-, tha-lactone, (2xi-iota,3xi-iota,4E)- (9CI)
CAS No.:356043-22-6
Molecular Formula:C₁₀H₁₄O₅
Molecular Weight:214.218
Hs Code.:
Mol file:356043-22-6.mol

Synonyms:MultiplolideA

Suppliers and Price of D-ribo-Dec-4-enonic acid, 2,3-anhydro-4,5,8,10-tetradeoxy-, tha-lactone, (2xi-iota,3xi-iota,4E)- (9CI)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of D-ribo-Dec-4-enonic acid, 2,3-anhydro-4,5,8,10-tetradeoxy-, tha-lactone, (2xi-iota,3xi-iota,4E)- (9CI)

Chemical Property:

PSA：79.29000
LogP:-0.63280

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of D-ribo-Dec-4-enonic acid, 2,3-anhydro-4,5,8,10-tetradeoxy-, tha-lactone, (2xi-iota,3xi-iota,4E)- (9CI)

There total 14 articles about D-ribo-Dec-4-enonic acid, 2,3-anhydro-4,5,8,10-tetradeoxy-, tha-lactone, (2xi-iota,3xi-iota,4E)- (9CI) 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: 70.0%

: 1448445-97-3
(1aS,4R,5aR,8aS,9E,10aS)-1a,4,5,5a,8a,10a-hexahydro-4,7,7-trimethyl-2H-[1,3]dioxolo[4,5-g]oxireno[c]oxecin-2-one

: 356043-22-6
multiplolide A

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 6h;
DOI:10.1002/hlca.201200164

Reference yield:

: C₁₇H₂₂O₈S

: 356043-22-6
multiplolide A

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jo7027568

Reference yield:

: 1448445-86-0
C₁₁H₂₀O₃

: 356043-22-6
multiplolide A

Guidance literature:: Multi-step reaction with 11 steps

1.1: 1H-imidazole / dichloromethane / 0.5 h / 0 - 20 °C

2.1: potassium carbonate; methanol / 10 h / 20 °C

3.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

3.2: 8 h / -20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

4.2: 0.5 h / -78 - 20 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran; hexane / 2 h / 0 °C

5.2: 0.5 h / 0 °C

6.1: scandium tris(trifluoromethanesulfonate); water / tetrahydrofuran / 2.5 h / 20 °C

7.1: camphorsulfonic acid / dichloromethane / 0.25 - 0.33 h / 0 °C

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

9.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / dichloromethane / 0.33 h / 0 °C

9.2: 6 h / 20 °C

10.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / benzene / 2 h / 25 °C / Inert atmosphere

11.1: trifluoroacetic acid / dichloromethane / 6 h / 0 °C

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; methanol; oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; water; sodium hexamethyldisilazane; potassium carbonate; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; hexane; dichloromethane; benzene; 3.1: |Sharpless Asymmetric Epoxidation / 3.2: |Sharpless Asymmetric Epoxidation / 4.1: |Swern Oxidation / 4.2: |Swern Oxidation;
DOI:10.1002/hlca.201200164