10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

Base Information

Chemical Name:10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol
CAS No.:129929-23-3
Molecular Formula:C₃₀H₄₂O₅
Molecular Weight:482.66
Hs Code.:

Synonyms:10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

Suppliers and Price of 10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

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 0 raw suppliers

Chemical Property of 10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

There total 14 articles about 10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol 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: 83.0%

: 129929-22-2
10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4-O-(p-methoxybenzyl)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

: 129929-23-3
10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 0.05h; molecular sieves 3 Angstroem;
DOI:10.1016/0008-6215(90)84192-W

Reference yield:

: 100699-20-5
2,4-dideoxy-5,6-O-isopropylidene-2,4-di-C-methyl-D-glucose trimethylene dithioacetal

: 129929-23-3
10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

Guidance literature:: Multi-step reaction with 14 steps

1: 1) sodium hydride / 1) N,N-dimethylformamide, 4h, 20 deg C, 2) 15h

2: mercuric acetate / acetone; H₂O / 26 h / 20 °C

3: 1) copper(I) bromide-dimethyl sulfide / 1) ether, -40 deg C, 10 min, 1) ether

4: 1) sodium hydride / 1) N,N-dimethylformamide, 20 deg C, 30 min, 2) 30 min

5: 90 percent / aq. hydrochloric acid / tetrahydrofuran / 60 h / 20 °C

6: potassium acetate, lead tetra-acetate / acetonitrile / 0.02 h / -25 °C

7: 1) butyl-lithium / 1) tetrahydrofuran, hexane, -60 deg C, 1h, 2) tetrahydrofuran, -90 deg C, 20 min

8: 73 percent / DDQ / CH₂Cl₂ / 0.08 h / molecular sieves 3 Angstroem

9: 1) lithium triethylborohydride / 1) tetrahydrofuran, 20 deg C, 80h

10: 1) methyl sulfoxide, oxalyl chloride, 2) triethylamine / 1) dichloromethane, 10 min, -60 deg C, 2) dichloromethane, 15 min, -60 up to 0 deg C

12: 1) sodium hydride / 1) N,N-dimethylformamide, 20 deg C, 30 min, 2) 1h

13: 55 percent / aq. hydrochloric acid / tetrahydrofuran / 1 h / 20 °C

14: 83 percent / DDQ / CH₂Cl₂ / 0.05 h / molecular sieves 3 Angstroem

With lead(IV) acetate; hydrogenchloride; n-butyllithium; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; mercury(II) diacetate; potassium acetate; sodium hydride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/0008-6215(90)84192-W

Reference yield:

: 129908-82-3
3,5,7-trideoxy-1,2-O-isopropylidene-4-O-(p-methoxybenzyl)-3,5,7-tri-C-methyl-L-glycero-L-gulo-heptitol

: 129929-23-3
10-O-benzyl-1,2,3,5,7,9,11-heptadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-2,5,7,9-tetra-C-methyl-L-arabino-L-gluco-undec-2-enitol

Guidance literature:: Multi-step reaction with 11 steps

1: 1) sodium hydride / 1) N,N-dimethylformamide, 20 deg C, 30 min, 2) 30 min

2: 90 percent / aq. hydrochloric acid / tetrahydrofuran / 60 h / 20 °C

3: potassium acetate, lead tetra-acetate / acetonitrile / 0.02 h / -25 °C

4: 1) butyl-lithium / 1) tetrahydrofuran, hexane, -60 deg C, 1h, 2) tetrahydrofuran, -90 deg C, 20 min

5: 73 percent / DDQ / CH₂Cl₂ / 0.08 h / molecular sieves 3 Angstroem

6: 1) lithium triethylborohydride / 1) tetrahydrofuran, 20 deg C, 80h

7: 1) methyl sulfoxide, oxalyl chloride, 2) triethylamine / 1) dichloromethane, 10 min, -60 deg C, 2) dichloromethane, 15 min, -60 up to 0 deg C

9: 1) sodium hydride / 1) N,N-dimethylformamide, 20 deg C, 30 min, 2) 1h

10: 55 percent / aq. hydrochloric acid / tetrahydrofuran / 1 h / 20 °C

11: 83 percent / DDQ / CH₂Cl₂ / 0.05 h / molecular sieves 3 Angstroem

With lead(IV) acetate; hydrogenchloride; n-butyllithium; oxalyl dichloride; potassium acetate; sodium hydride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(90)84192-W