(2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate

Base Information

Chemical Name:(2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate
CAS No.:116315-40-3
Molecular Formula:C₁₄H₁₈O₄S
Molecular Weight:282.361
Hs Code.:

Synonyms:(2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate

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Chemical Property of (2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate

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Technology Process of (2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate

There total 4 articles about (2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate 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: 93.0%

: 105977-56-8
(2R,3R)-2-ethynylpentane-1,3-diol

: 98-59-9
p-toluenesulfonyl chloride

: 116315-40-3
(2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃;

Reference yield:

: 6261-22-9
pent-2-yn-1-ol

: 116315-40-3
(2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / 5percent Pd-CaCO₃-Pb / methanol

2: 59 percent / Ti(OiPr)4, (+)-DIPT, tBuOOH / CH₂Cl₂ / -20 °C

3: 1.) EDA omplex, 2.) sodium periodate / 1.) DMSO, RT, 6 d, 2.) water

4: 93 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; L-(+)-diisopropyl tartrate; EDA omplex; hydrogen; palladium on calcium fluoride poisoned with lead; In methanol; dichloromethane;

Reference yield:

: 1576-95-0
cis-2-penten-1-ol

: 116315-40-3
(2R,3R)-(2-ethynyl-3-hydroxypentyl) toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 3 steps

1: Ti(Oi-Pr)4, (+)-diethyl tartrate, t-BuOOH

2: 2.) NaIO₄ / 1.) DMSO, 2.) H₂O

3: pyridine

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; (+)-Weinsaeure-diethylester;
DOI:10.1039/c39860000874