methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside

Base Information

Chemical Name:methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside
CAS No.:664966-23-8
Molecular Formula:C₃₁H₃₈O₁₀S
Molecular Weight:602.703
Hs Code.:

Synonyms:methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside

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Chemical Property of methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside

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Technology Process of methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside

There total 5 articles about methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside 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: 38.0%

: 664966-21-6
methyl 2-O-methylsulfonyl-3,5,6-tri-O-benzyl-3-C-vinyl-β-D-allofuranoside

: 664966-23-8
methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside

: methyl 2-O-methylsulfonyl-3-C-(1(S),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside

Guidance literature:: With pyridine; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tert-butyl alcohol; at 76 ℃; for 16h;
DOI:10.1039/b307667a

Reference yield:

: 100-39-0
benzyl bromide

: 664966-23-8
methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 1 h / 50 °C

1.2: 99 percent / dimethylformamide / 20 h / 20 °C

2.1: 77 percent / aq. HCl / 2.5 h / 20 °C

3.1: 55 percent / pyridine / 0 - 20 °C

4.1: 38 percent / aq. OsO₄; N-methylmorpholine-N-oxide; pyridine / 2-methyl-propan-2-ol / 16 h / 76 °C

With pyridine; hydrogenchloride; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; In N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1039/b307667a

Reference yield:

: 151426-71-0
1,2-di-O-isopropylidene-3-C-vinyl-β-D-allofuranose

: 664966-23-8
methyl 2-O-methylsulfonyl-3-C-(1(R),2-dihydroxyethyl)-3,5,6-tri-O-benzyl-β-D-allofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 1 h / 50 °C

1.2: 99 percent / dimethylformamide / 20 h / 20 °C

2.1: 77 percent / aq. HCl / 2.5 h / 20 °C

3.1: 55 percent / pyridine / 0 - 20 °C

4.1: 38 percent / aq. OsO₄; N-methylmorpholine-N-oxide; pyridine / 2-methyl-propan-2-ol / 16 h / 76 °C

With pyridine; hydrogenchloride; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; In N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1039/b307667a