(R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Base Information

Chemical Name:(R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside
CAS No.:206257-83-2
Molecular Formula:C₄₅H₄₀O₁₃S
Molecular Weight:820.871
Hs Code.:

Synonyms:(R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

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Chemical Property of (R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

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Technology Process of (R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

There total 3 articles about (R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-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: 84.0%

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 138249-07-7
2-hydroxy-(2R)-3-butenyl-4-methyl-1-benzenesulfonate

: 206257-83-2
(R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 12h;
DOI:10.1016/S0957-4166(98)00051-2

Reference yield:

: 138332-13-5
2-hydroxy-3-butenyl-4-methyl-1-benzenesulfonate

: 206257-83-2
(R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / pyridine / 4 h / Ambient temperature

2: 41 percent / Pseudomonas Amano PS lipase, phosphate buffer (pH 7.0) / 2.75 h

3: 84 percent / AgOTf, 3 Angstroem molecular sieves, sym-collidine / CH₂Cl₂ / 12 h / -20 °C

With pyridine; 2,4,6-trimethyl-pyridine; phosphate buffer; 3 A molecular sieve; Pseudomonas Amano PS lipase; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/S0957-4166(98)00051-2

Reference yield:

: 138249-06-6
(±)-2-acetoxybut-3-enyl tosylate

: 206257-83-2
(R)-1-p-toluenesulfonyloxy-3-butene-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 41 percent / Pseudomonas Amano PS lipase, phosphate buffer (pH 7.0) / 2.75 h

2: 84 percent / AgOTf, 3 Angstroem molecular sieves, sym-collidine / CH₂Cl₂ / 12 h / -20 °C

With 2,4,6-trimethyl-pyridine; phosphate buffer; 3 A molecular sieve; Pseudomonas Amano PS lipase; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/S0957-4166(98)00051-2