8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose

Base Information

Chemical Name:8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose
CAS No.:129908-87-8
Molecular Formula:C₄₅H₄₈O₅
Molecular Weight:668.873
Hs Code.:

Synonyms:8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose

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Chemical Property of 8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose

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Technology Process of 8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose

There total 10 articles about 8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose 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: 73.0%

: 8-O-benzyl-1,3,5,7,9-pentadeoxy-6-O-(p-methoxybenzyl)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose

: 129908-87-8
8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 0.0833333h; molecular sieves 3 Angstroem;
DOI:10.1016/0008-6215(90)84192-W

Reference yield:

: 97991-01-0
1,1,1-Triphenyl-2-butanon

: 129908-87-8
8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose

Guidance literature:: Multi-step reaction with 2 steps

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

2: 73 percent / DDQ / CH₂Cl₂ / 0.08 h / molecular sieves 3 Angstroem

With n-butyllithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
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

: 129908-87-8
8-O-benzyl-1,3,5,7,9-pentadeoxy-4,6-O-(R)-(p-methoxybenzylidene)-3,5,7-tri-C-methyl-1,1,1-tri-C-phenyl-L-erythro-D-galacto-non-2-ulose

Guidance literature:: Multi-step reaction with 8 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

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