(S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate

Base Information

Chemical Name:(S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate
CAS No.:901132-93-2
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:(S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate

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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 (S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate

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Technology Process of (S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate

There total 11 articles about (S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate 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: 85.0%

: 100-39-0
benzyl bromide

: 16221-10-6
(+)-(2S,3S,6R,8R)-epi-Nonactic acid

: 901132-93-2
(S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate

Guidance literature:: With potassium tert-butylate; In N,N-dimethyl-formamide; at 60 ℃; for 17h;
DOI:10.1021/ol0609661

Reference yield:

: 900807-28-5
3-((4R,6R)-2,2,6-Trimethyl-[1,3]dioxan-4-yl)-propionaldehyde

: 901132-93-2
(S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: TiCl₄; TMEDA / CH₂Cl₂ / 2 h / 0 °C

1.2: 1.473 g / CH₂Cl₂ / 2 h / 0 °C

2.1: triethylamine / CH₂Cl₂ / 20 °C

3.1: 75 mg / hydrochloric acid / CH₂Cl₂ / 1 h

4.1: 95 percent / 2,6-lutidine / 1 h / 120 °C

5.1: 98 percent / H₂O₂; LiOH / tetrahydrofuran; H₂O / cooling

6.1: 85 percent / t-BuOK / dimethylformamide / 17 h / 60 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium hydroxide; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; dihydrogen peroxide; titanium tetrachloride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0609661

Reference yield:

: 900807-27-4
3-((4R,6R)-2,2,6-Trimethyl-[1,3]dioxan-4-yl)-propan-1-ol

: 901132-93-2
(S)-benzyl 2-((2S,5R)-5-((R)-2-hydroxypropyl)tetrahydrofuran-2-yl)propanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: (COCl)2; triethylamine; DMSO / CH₂Cl₂ / 0.83 h / -60 °C

2.1: TiCl₄; TMEDA / CH₂Cl₂ / 2 h / 0 °C

2.2: 1.473 g / CH₂Cl₂ / 2 h / 0 °C

3.1: triethylamine / CH₂Cl₂ / 20 °C

4.1: 75 mg / hydrochloric acid / CH₂Cl₂ / 1 h

5.1: 95 percent / 2,6-lutidine / 1 h / 120 °C

6.1: 98 percent / H₂O₂; LiOH / tetrahydrofuran; H₂O / cooling

7.1: 85 percent / t-BuOK / dimethylformamide / 17 h / 60 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium hydroxide; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; dihydrogen peroxide; titanium tetrachloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0609661