5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol

Base Information

Chemical Name:5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol
CAS No.:1037290-75-7
Molecular Formula:C₃₀H₄₄O₁₀
Molecular Weight:564.673
Hs Code.:

Synonyms:5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol

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Chemical Property of 5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol

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Technology Process of 5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol

There total 6 articles about 5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol 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: 88.0%

: 1037290-96-2
5,7-di-O-benzyl-4,6-O-isopropylidene-D-glycero-L-galacto-heptitol

: 107-30-2
chloromethyl methyl ether

: 1037290-75-7
5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 60 ℃; for 4.5h;
DOI:10.1016/j.bmc.2011.02.028

Reference yield:

: 1037290-72-4
tert-butyl (E)-5,7-di-O-benzyl-2,3-dideoxy-4,6-O-isopropylidene-D-xylo-hept-2-enonate

: 1037290-75-7
5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -50 - 20 °C

1.2: 20 °C

2.1: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 48 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 60 °C

With methanesulfonamide; AD-mix-α; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 2.1: Sharpless dihydroxylation;
DOI:10.1016/j.bmc.2011.02.028

Reference yield:

: 1037290-71-3
tert-butyl (E)-5,7-di-O-benzyl-2,3-dideoxy-D-xylohept-2-enonate

: 1037290-75-7
5,7-di-O-benzyl-4,6-O-isopropylidene-1,2,3-tri-O-(methoxymethyl)-D-glycero-L-galactoheptitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / acetone / 1.5 h / 20 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -50 - 20 °C

2.2: 20 °C

3.1: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 48 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 60 °C

With methanesulfonamide; AD-mix-α; diisobutylaluminium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 3.1: Sharpless dihydroxylation;
DOI:10.1016/j.bmc.2011.02.028