(1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one

Base Information

Chemical Name:(1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one
CAS No.:145799-38-8
Molecular Formula:C₂₈H₂₈O₉S₂
Molecular Weight:572.657
Hs Code.:

Synonyms:(1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one

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Chemical Property of (1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one

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Technology Process of (1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one

There total 5 articles about (1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one 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%

: 98-59-9
p-toluenesulfonyl chloride

: 145799-37-7
(1'R,6S)-6-(2'-benzyloxy-1'-hydroxyethyl)-5,6-dihydropyran-2(3H),4-dione

: 145799-38-8
(1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one

Guidance literature:: With triethylamine; dmap; In dichloromethane; for 5h; Ambient temperature;

Reference yield:

: 130573-43-2
(2,2-dimethyl-6-methylene-6H-1,3-dioxin-4-yloxy)trimethylsilane

: 145799-38-8
(1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / TiCl₄ / CH₂Cl₂ / 3 h / -78 °C

2: 44 percent / tert-butyl hydroperoxide, titanium tetraisopropoxide, diisopropyl-L-(+)-tartrate, 4 Angstroem molecular sieves / CH₂Cl₂ / 20 h / -20 °C

3: 85 percent / titanium tetraisopropoxide / 36 h / 50 °C

4: 86 percent / potassium carbonate / methanol / Ambient temperature

5: 84 percent / Et₃N / DMAP / CH₂Cl₂ / 5 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; titanium tetrachloride; potassium carbonate; triethylamine; diisopropyl L-tartrate; dmap; In methanol; dichloromethane;

Reference yield:

: 145799-35-5
(2'S,3'R)-6-(3',4'-epoxy-2'-hydroxybutyl)-2,2-dimethyl-1,3-dioxin-4-one

: 145799-38-8
(1'R,6S)-6-(2'-benzyloxy-1'-tosyloxyethyl)-4-tosyloxy-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / titanium tetraisopropoxide / 36 h / 50 °C

2: 86 percent / potassium carbonate / methanol / Ambient temperature

3: 84 percent / Et₃N / DMAP / CH₂Cl₂ / 5 h / Ambient temperature

With titanium(IV) isopropylate; potassium carbonate; triethylamine; dmap; In methanol; dichloromethane;