(2S,3R)-3-benzoyloxy-1,2-hexanediol

Base Information

Chemical Name:(2S,3R)-3-benzoyloxy-1,2-hexanediol
CAS No.:142204-60-2
Molecular Formula:C₁₃H₁₈O₄
Molecular Weight:238.284
Hs Code.:

Synonyms:(2S,3R)-3-benzoyloxy-1,2-hexanediol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R)-3-benzoyloxy-1,2-hexanediol

Chemical Property:

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Technology Process of (2S,3R)-3-benzoyloxy-1,2-hexanediol

There total 1 articles about (2S,3R)-3-benzoyloxy-1,2-hexanediol 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: 73.0%

: 89321-71-1
(2S,3S)-3-propyl-2-oxiranemethanol

: 65-85-0,8013-63-6
benzoic acid

: 142204-60-2
(2S,3R)-3-benzoyloxy-1,2-hexanediol

Guidance literature:: With titanium(IV) isopropylate; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmcl.2009.08.056

Reference yield:

: 142204-60-2
(2S,3R)-3-benzoyloxy-1,2-hexanediol

: 92418-71-8
(2R,3R)-2,3-epoxy-1-hexanol

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / -30 °C

2: NaI / CH₂Cl₂; dimethylformamide / 0.33 h

3: 95 percent / NaOMe / CH₂Cl₂ / 0.08 h / 0 °C

4: 1.) activated molecular sieves 4A, Ti(OPr-i)4, L-(+)-DET, TBHP, 2.) NaOH / 1.) CH₂Cl₂, -20 deg C, 2.) CH₂Cl₂, ether, 0 deg C, 30 min

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; sodium methylate; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)80264-5

Reference yield:

: 142204-60-2
(2S,3R)-3-benzoyloxy-1,2-hexanediol

: 887502-39-8
C₁₄H₂₀O₃

Guidance literature:: Multi-step reaction with 8 steps

1.1: 10-camphorsulfonic acid / CH₂Cl₂ / 14 h / 20 °C

2.1: sodium methoxide / various solvent(s); CH₂Cl₂; methanol / 0.5 h / 0 °C

3.1: NaH / various solvent(s); tetrahydrofuran / 0 °C

3.2: n-Bu₄NI / various solvent(s); tetrahydrofuran / 20 °C

4.1: 7.24 g / 10-camphorsulfonic acid / methanol / 0 °C

5.1: NaIO₄ / tetrahydrofuran; H₂O / 1 h / 20 °C

6.1: NaH / various solvent(s); benzene / 0.33 h / 0 °C

6.2: 1.97 g / various solvent(s); benzene / 0.08 h / 0 °C

7.1: 89 percent / LiAlH₄; AlCl₃ / diethyl ether / 5 h / 20 °C

8.1: 83 percent / (S,S)-(-)-diethyl tartrate; TBHP; 4 Angstroem molecular sieves / Ti(OPr-i)4 / CH₂Cl₂; 2,2,4-trimethyl-pentane / 3 h / -20 °C

With tert.-butylhydroperoxide; sodium periodate; lithium aluminium tetrahydride; aluminium trichloride; diethyl (2S,3S)-tartrate; 4 A molecular sieve; (1S)-10-camphorsulfonic acid; sodium methylate; sodium hydride; titanium(IV) isopropylate; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; dichloromethane; water; benzene; 6.2: Horner-Wadsworth-Emmons reaction / 8.1: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1002/chem.200501127