Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester

Base Information

Chemical Name:Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester
CAS No.:292069-22-8
Molecular Formula:C₃₃H₅₂O₅SSi
Molecular Weight:588.924
Hs Code.:

Synonyms:Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester

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Chemical Property of Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester

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Technology Process of Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester

There total 13 articles about Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl 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: 73.0%

: 124-63-0
methanesulfonyl chloride

: 292069-16-0
(2S,5S)-2-[(tert-butyldiphenylsilyl)oxymethyl]-5-[(1'R)-(1'-hydroxy)decyl]tetrahydrofuran

: 292069-22-8
Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester

Guidance literature:: With dmap; triethylamine; In pyridine; dichloromethane; at 0 - 20 ℃; for 24h;

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 292069-22-8
Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 46 percent / imidazole / acetonitrile; tetrahydrofuran / 1 h / -78 °C

2: 96 percent / hydrogen / Pd/C / ethyl acetate / 24 h / 20 °C

3: 94 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

4: 24 percent / CeCl₃ / tetrahydrofuran; diethyl ether / 20 h / -78 - 20 °C

5: 73 percent / Et₃N; N,N-dimethylaminopyridine / pyridine; CH₂Cl₂ / 24 h / 0 - 20 °C

With 1H-imidazole; dmap; cerium(III) chloride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; ethyl acetate; acetonitrile; 1: Etherification / 2: Catalytic hydrogenation / 3: Oxidation / 4: Alkylation / 5: Etherification;

Reference yield:

: 41107-82-8
2,5-anhydro-D-mannitol

: 292069-22-8
Methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 93 percent / pyridine / 7 h / 20 °C

2: 39 percent / pyridine / 13 h / 0 - 20 °C

3: 84 percent / zinc powder; NaI / dimethylformamide / 19 h / 140 °C

4: 92 percent / acetic acid; H₂O / 2 h / 50 °C

5: 46 percent / imidazole / acetonitrile; tetrahydrofuran / 1 h / -78 °C

6: 96 percent / hydrogen / Pd/C / ethyl acetate / 24 h / 20 °C

7: 94 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

8: 24 percent / CeCl₃ / tetrahydrofuran; diethyl ether / 20 h / -78 - 20 °C

9: 73 percent / Et₃N; N,N-dimethylaminopyridine / pyridine; CH₂Cl₂ / 24 h / 0 - 20 °C

With pyridine; 1H-imidazole; dmap; cerium(III) chloride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1: Etherification / 2: Etherification / 3: Reduction / 4: deetherification / 5: Etherification / 6: Catalytic hydrogenation / 7: Oxidation / 8: Alkylation / 9: Etherification;