(2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate

Base Information

Chemical Name:(2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate
CAS No.:1026378-85-7
Molecular Formula:C₁₁H₁₃F₃O₅S
Molecular Weight:314.282
Hs Code.:

Synonyms:(2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate

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Chemical Property of (2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate

Chemical Property:

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Technology Process of (2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate

There total 2 articles about (2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate 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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 56552-80-8
(R)-3-benzyloxy-1,2-propanediol

: 1026378-85-7
(2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1021/ol035998s

Reference yield:

: 100-39-0
benzyl bromide

: 1026378-85-7
(2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH; TBAI / tetrahydrofuran

1.2: aq. AcOH

2.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / -78 °C

With 2,6-dimethylpyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol035998s

Reference yield:

: 1026378-85-7
(2S)-3-benzyloxy-2-hydroxypropyl trifluoromethanesulfonate

: (3R,5R)-3,5-bis(benzyloxymethyl)morpholine

Guidance literature:: Multi-step reaction with 5 steps

1.1: CH₂Cl₂ / -78 - 20 °C

2.1: NaH / tetrahydrofuran / 0.25 h / cooling

2.2: tetrahydrofuran / 2.17 h

3.1: tetra-n-butylammonium fluoride / tetrahydrofuran / cooling

4.1: Et₃N; DMAP / CH₂Cl₂ / -30 °C

5.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

5.2: Et₃N; N,N-diisopropylethylamine / methanol / 24 h / Heating

With dmap; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol035998s