(2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic acid methyl ester
CAS No.:164164-44-7
Molecular Formula:C₃₃H₄₃NO₆Si
Molecular Weight:577.793
Hs Code.:

Synonyms:(2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic acid methyl ester

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Chemical Property of (2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic acid methyl ester

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Technology Process of (2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic acid methyl ester

There total 9 articles about (2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic 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:

: 137238-71-2
(4R)-3-[2-(Phenylmethoxy)acetyl]-4-(phenylmethyl)oxazolidin-2-one

: 164164-44-7
(2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Bu₂BOTf, Et₃N / 1.) toluene, -78 deg C, 2.) toluene, -78 deg C to 20 deg C

2: AlMe₃ / CH₂Cl₂ / 20 °C

3: imidazole / dimethylformamide / 20 °C

4: DIBAL-H / toluene / -78 °C

5: NH₂OH*HCl, NaOAc / ethanol; H₂O / 20 °C

6: NaCNBH₃ / methanol / 20 °C / pH 4

7: CH₂Cl₂ / 20 °C

8: 72 percent / benzene / Heating

9: 90 percent / HF, pyridine / tetrahydrofuran / 20 °C

10: 1.) NaH, 2.) Zn, CH₃COOH / 1.) THF, 20 deg C, 2.) EtOH, H₂O, 60 deg C

With pyridine; 1H-imidazole; di-n-butylboryl trifluoromethanesulfonate; hydrogen fluoride; hydroxylamine hydrochloride; trimethylaluminum; sodium acetate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;

Reference yield:

: 154459-11-7
<3(2R,3S,4E),4R>-4-benzyl-3-(2-benzyloxy-3-hydroxyhex-4-enoyl)oxazolidin-2-one

: 164164-44-7
(2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: AlMe₃ / CH₂Cl₂ / 20 °C

2: imidazole / dimethylformamide / 20 °C

3: DIBAL-H / toluene / -78 °C

4: NH₂OH*HCl, NaOAc / ethanol; H₂O / 20 °C

5: NaCNBH₃ / methanol / 20 °C / pH 4

6: CH₂Cl₂ / 20 °C

7: 72 percent / benzene / Heating

8: 90 percent / HF, pyridine / tetrahydrofuran / 20 °C

9: 1.) NaH, 2.) Zn, CH₃COOH / 1.) THF, 20 deg C, 2.) EtOH, H₂O, 60 deg C

With pyridine; 1H-imidazole; hydrogen fluoride; hydroxylamine hydrochloride; trimethylaluminum; sodium acetate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;

Reference yield:

: (E)-(2R,3S)-2-Benzyloxy-3-hydroxy-hex-4-enoic acid methoxy-methyl-amide

: 164164-44-7
(2S,3R,4S,5S)-5-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-((S)-1-hydroxy-ethyl)-2-hydroxymethyl-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole / dimethylformamide / 20 °C

2: DIBAL-H / toluene / -78 °C

3: NH₂OH*HCl, NaOAc / ethanol; H₂O / 20 °C

4: NaCNBH₃ / methanol / 20 °C / pH 4

5: CH₂Cl₂ / 20 °C

6: 72 percent / benzene / Heating

7: 90 percent / HF, pyridine / tetrahydrofuran / 20 °C

8: 1.) NaH, 2.) Zn, CH₃COOH / 1.) THF, 20 deg C, 2.) EtOH, H₂O, 60 deg C

With pyridine; 1H-imidazole; hydrogen fluoride; hydroxylamine hydrochloride; sodium acetate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;