(2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester

Base Information

Chemical Name:(2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester
CAS No.:173204-78-9
Molecular Formula:C₃₄H₅₉NO₆Si
Molecular Weight:605.931
Hs Code.:

(2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester

Synonyms:(2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester

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Chemical Property of (2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester

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Technology Process of (2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester

There total 20 articles about (2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl 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: 85.0%

: 173204-80-3
(2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-pent-4-enyl]-methyl-carbamoyl}-2-methyl-propyl ester

: 173204-78-9
(2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester

Guidance literature:: With ozone; triphenylphosphine;
DOI:10.1021/jo00130a001

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 173204-78-9
(2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: i-Pr₂NEt / CH₂Cl₂ / 25 °C

2: SOCl₂, i-Pr₂NEt / CH₂Cl₂ / 2 h / 0 °C

3: i-Pr₂NEt / CH₂Cl₂ / 1.5 h

4: 89 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

5: 85 percent / DDQ / CH₂Cl₂; H₂O / 2 h / 25 °C

6: 1) O₃, 2) PPh₃ / 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂, 25 deg C, overnight

With 2,6-dimethylpyridine; thionyl chloride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1021/jo9608329

Reference yield:

: 1026690-76-5
(2S,3R)-3-(4-Methoxy-benzyloxy)-2-methyl-decanoyl chloride

: 173204-78-9
(2S,3R)-3-Hydroxy-2-methyl-decanoic acid (S)-1-{[(1S,2R)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-methyl-carbamoyl}-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: i-Pr₂NEt / CH₂Cl₂ / 25 °C

2: SOCl₂, i-Pr₂NEt / CH₂Cl₂ / 2 h / 0 °C

3: i-Pr₂NEt / CH₂Cl₂ / 1.5 h

4: 89 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

5: 85 percent / DDQ / CH₂Cl₂; H₂O / 2 h / 25 °C

6: 1) O₃, 2) PPh₃ / 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂, 25 deg C, overnight

With 2,6-dimethylpyridine; thionyl chloride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1021/jo9608329