(S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

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Chemical Name:(S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester
CAS No.:131719-93-2
Molecular Formula:C₂₉H₄₅NO₇Si
Molecular Weight:547.764
Hs Code.:

(S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

Synonyms:(S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

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Chemical Property of (S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

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Technology Process of (S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

There total 10 articles about (S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl 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: 75.0%

: 131719-92-1
(S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-(2-oxo-ethyl)-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

: 131719-93-2
(S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

Guidance literature:: With potassium bis(trimethylsilyl)amide; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(00)97748-7

Reference yield:

: 131719-83-0
C₄₁H₆₉NO₁₂Si

: 131719-93-2
(S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: CH₂Cl₂

2: 1) diazabicycloundecene (DBU) / 1) THF, 0 deg C

3: Et₃N / CH₂Cl₂ / 0 °C

4: aq. HCl / tetrahydrofuran / Ambient temperature

5: 86 percent / mCPBA, NaHCO₃ / CH₂Cl₂ / -20 °C

6: 95 percent / aq. HCl / tetrahydrofuran / Ambient temperature

7: 75 percent / KPh₃BH / tetrahydrofuran / -78 °C

With hydrogenchloride; potassium bis(trimethylsilyl)amide; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97748-7

Reference yield:

: 131758-35-5
C₄₄H₇₃NO₁₃Si

: 131719-93-2
(S)-1-{2-[(2S,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) diazabicycloundecene (DBU) / 1) THF, 0 deg C

2: Et₃N / CH₂Cl₂ / 0 °C

3: aq. HCl / tetrahydrofuran / Ambient temperature

4: 86 percent / mCPBA, NaHCO₃ / CH₂Cl₂ / -20 °C

5: 95 percent / aq. HCl / tetrahydrofuran / Ambient temperature

6: 75 percent / KPh₃BH / tetrahydrofuran / -78 °C

With hydrogenchloride; potassium bis(trimethylsilyl)amide; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97748-7