[(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

Base Information

Chemical Name:[(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester
CAS No.:136262-62-9
Molecular Formula:C₂₆H₃₉O₆PSi
Molecular Weight:506.651
Hs Code.:

Synonyms:[(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

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Chemical Property of [(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

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Technology Process of [(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

There total 12 articles about [(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl 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: 78.0%

: 34939-91-8,58648-56-9
dimethyl lithiomethylphosphonate

: 136262-61-8
(2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-4-methyl-pentanoic acid methyl ester

: 136262-62-9
[(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

Guidance literature:: DOI:10.1021/jo00019a004

Reference yield:

: 95514-04-8,129029-85-2,120346-83-0
(S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 136262-62-9
[(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: Et₃N

2: NaI / dimethylsulfoxide

3: DIBAH / diethyl ether

5: DIBAH

6: L-(+)-DIPT, TBHP, TIP / -30 °C

7: Ph₃P, I₂, Im

8: n-BuLi / tetrahydrofuran / -78 deg C to room temp.

10: 1.) O₃, KOH / CH₂Cl₂

11: 78 percent

With tert.-butylhydroperoxide; potassium hydroxide; n-butyllithium; L-(+)-diisopropyl tartrate; impramine; iodine; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; ozone; triethylamine; triphenylphosphine; sodium iodide; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide;
DOI:10.1021/jo00019a004

Reference yield:

: 123444-68-8
(S)-4-(tert-butyldiphenylsilyloxy)-3-methylbutanal

: 136262-62-9
[(3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 8 steps

2: DIBAH

3: L-(+)-DIPT, TBHP, TIP / -30 °C

4: Ph₃P, I₂, Im

5: n-BuLi / tetrahydrofuran / -78 deg C to room temp.

7: 1.) O₃, KOH / CH₂Cl₂

8: 78 percent

With tert.-butylhydroperoxide; potassium hydroxide; n-butyllithium; L-(+)-diisopropyl tartrate; impramine; iodine; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; ozone; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/jo00019a004