5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal

Base Information

Chemical Name:5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal
CAS No.:105544-98-7
Molecular Formula:C₃₆H₄₈O₆
Molecular Weight:576.774
Hs Code.:

Synonyms:5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal

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Chemical Property of 5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal

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Technology Process of 5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal

There total 3 articles about 5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal 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: 8.0%

: 84247-29-0
3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-keto-L-ido-2-heptulose

: 105544-97-6
(S)-(+)-2-(2-bromo-1-methylethyl)-1,3-dioxolane

: 105544-98-7
5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal

: 124990-91-6
(2R,4S,5R,6S,7R,8S)-5,7,9-Tris-benzyloxy-2-[1,3]dioxolan-2-yl-4,6,8-trimethyl-nonan-4-ol

Guidance literature:: With magnesium; ethylene dibromide; for 2h; Ambient temperature;
DOI:10.1246/bcsj.62.2618

Reference yield:

: 124928-84-3
(R)-(-)-2-(2-benzyloxy-1-methylethyl)-1,3-dioxolane

: 105544-98-7
5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / H₂ / Palladium black / methanol / 1 h / Ambient temperature

2: 63 percent / triphenylphosphine, diethyl azodicarboxylate, ethyl bromide / 2 h / 20 °C

3: 79 percent / magnesium powder, 1,2-dibromoethane / 2 h / Ambient temperature

With ethyl bromide; hydrogen; magnesium; ethylene dibromide; triphenylphosphine; diethylazodicarboxylate; palladium; In methanol;
DOI:10.1246/bcsj.62.2618

Reference yield:

: 124928-85-4
(R)-(-)-2-(2-hydroxy-1-methylethyl)-1,3-dioxolane

: 105544-98-7
5,7,9-tri-O-benzyl-2,3,6,8-tetradeoxy-2,4,6,8-tetra-C-methyl-L-threo-L-ido-nonose ethylene acetal

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / triphenylphosphine, diethyl azodicarboxylate, ethyl bromide / 2 h / 20 °C

2: 79 percent / magnesium powder, 1,2-dibromoethane / 2 h / Ambient temperature

With ethyl bromide; magnesium; ethylene dibromide; triphenylphosphine; diethylazodicarboxylate;
DOI:10.1246/bcsj.62.2618