(2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester

Base Information

Chemical Name:(2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester
CAS No.:118974-98-4
Molecular Formula:C₃₃H₄₀O₆
Molecular Weight:532.677
Hs Code.:

Synonyms:(2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester

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Chemical Property of (2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester

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Technology Process of (2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester

There total 12 articles about (2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester 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:

: (2R,3R)-3-(2-Ethoxy-ethoxy)-2,4-dimethyl-pent-4-enoic acid benzyl ester

: 118974-98-4
(2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: pyridinium p-toluenesulfonate / ethanol / 50 °C

2: t-BuOOH / VO(acac)2 / toluene / -20 - 0 °C

3: H₂ / 10percent Pd-C / methanol / Ambient temperature

4: 4-dimethylaminopyridine / pyridine / 50 °C

5: LiBH₄ / tetrahydrofuran / Heating

6: pyridinium p-toluenesulfonate, CuSO₄ / Ambient temperature

7: DMSO-(COCl)2, Et₃N / CH₂Cl₂ / -78 °C

8: lithium diisopropylamide / tetrahydrofuran / -100 °C

9: 1) t-BuLi, N,N,N',N'-tetramethylethylenediamine; 2) AcOH / tetrahydrofuran / -100 °C

10: 84 percent / methanol / Ambient temperature

With tert.-butylhydroperoxide; dmap; lithium borohydride; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; copper(II) sulfate; acetic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)86716-7

Reference yield:

: 118975-00-1
(S)-3-((2R,3R)-3-Hydroxy-2,4-dimethyl-pent-4-enoyl)-4-isopropyl-oxazolidin-2-one

: 118974-98-4
(2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

2: tetrahydrofuran / -20 - 0 °C

3: pyridinium p-toluenesulfonate / ethanol / 50 °C

4: t-BuOOH / VO(acac)2 / toluene / -20 - 0 °C

5: H₂ / 10percent Pd-C / methanol / Ambient temperature

6: 4-dimethylaminopyridine / pyridine / 50 °C

7: LiBH₄ / tetrahydrofuran / Heating

8: pyridinium p-toluenesulfonate, CuSO₄ / Ambient temperature

9: DMSO-(COCl)2, Et₃N / CH₂Cl₂ / -78 °C

10: lithium diisopropylamide / tetrahydrofuran / -100 °C

11: 1) t-BuLi, N,N,N',N'-tetramethylethylenediamine; 2) AcOH / tetrahydrofuran / -100 °C

12: 84 percent / methanol / Ambient temperature

With tert.-butylhydroperoxide; dmap; lithium borohydride; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; copper(II) sulfate; acetic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)86716-7

Reference yield:

: 81247-60-1
(2R,3R)-3-Hydroxy-2-methyl-3-((S)-2-methyl-oxiranyl)-propionic acid benzyl ester

: 118974-98-4
(2R,3S,4S)-3-Hydroxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / 10percent Pd-C / methanol / Ambient temperature

2: 4-dimethylaminopyridine / pyridine / 50 °C

3: LiBH₄ / tetrahydrofuran / Heating

4: pyridinium p-toluenesulfonate, CuSO₄ / Ambient temperature

5: DMSO-(COCl)2, Et₃N / CH₂Cl₂ / -78 °C

6: lithium diisopropylamide / tetrahydrofuran / -100 °C

7: 1) t-BuLi, N,N,N',N'-tetramethylethylenediamine; 2) AcOH / tetrahydrofuran / -100 °C

8: 84 percent / methanol / Ambient temperature

With dmap; lithium borohydride; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; copper(II) sulfate; acetic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)86716-7