(2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside

Base Information

Chemical Name:(2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside
CAS No.:130678-84-1
Molecular Formula:C₂₄H₃₂O₁₄S
Molecular Weight:576.576
Hs Code.:

Synonyms:(2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside

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Chemical Property of (2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside

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Technology Process of (2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside

There total 3 articles about (2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside 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: 70.0%

: 34382-11-1
(2R)-1-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)glycerol

: 98-59-9
p-toluenesulfonyl chloride

: 130678-84-1
(2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1071/C97149

Reference yield:

: 10343-15-4,39698-55-0,54400-76-9,78730-32-2,119111-31-8,119111-32-9
Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester

: 130678-84-1
(2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 181 mg / 'AD-mix-β' / H2O; 2-methyl-propan-2-ol / 0 °C

2: 70 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; AD-mix-β; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1071/C97149

Reference yield:

: 34382-09-7
<(4S)-2,2-dimethyl-1,3-dioxolan-4-yl>methyl tetra-O-acetyl-β-D-glucopyranoside

: 130678-84-1
(2S)-2-hydroxy-3-tosyloxypropyl tetra-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / pyridinium p-toluenesulfonate / methanol / 4 h / Heating

2: 61 percent / pyridine / CH₂Cl₂ / a) from -30 deg C to -20 deg C, 6 h, b) 0 deg C, overnight

With pyridine; pyridinium p-toluenesulfonate; In methanol; dichloromethane;
DOI:10.1071/CH9901391