(2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran

Base Information

Chemical Name:(2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran
CAS No.:292069-02-4
Molecular Formula:C₃₄H₅₂O₄Si
Molecular Weight:552.87
Hs Code.:

Synonyms:(2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran

Suppliers and Price of (2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran

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Technology Process of (2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran

There total 26 articles about (2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran 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: 33.0%

: 108-24-7
acetic anhydride

: 292069-24-0
Chloro-methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester

: 292069-02-4
(2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran

: (2S)-2-acetoxy-1-(tert-butyldiphenylsilyl)oxy-5-hexadecanone

: 292069-20-6
(2S,5S)-5-[(1'R)-1'-acetoxydecyl]-2-[(tert-butyldiphenylsilyl)oxymethyl]tetrahydrofuran

Guidance literature:: Chloro-methanesulfonic acid (R)-1-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-undecyl ester; With zinc diacetate; In water; acetic acid; at 80 ℃; for 2h;

acetic anhydride; With pyridine; at 20 ℃; for 24h;

Reference yield:

: 220772-66-7
(2S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-5-acetoxy-6-decyl-3,4-dihydropyran

: 292069-02-4
(2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran

Guidance literature:: With hydrogen; 10% palladium on active carbon; In ethyl acetate; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(98)02439-3

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 292069-02-4
(2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 10.4 g / imidazole / dimethylformamide / 18 h / 20 °C

2.1: trimethyl orthoformate; d-camphorsulfonic acid / CH₂Cl₂ / 3 h / 20 °C

2.2: 66 percent / 7 h / 130 °C

3.1: hydrogen / 10percent Pd/C / ethyl acetate; methanol / 8 h / 20 °C

With 1H-imidazole; (1S)-10-camphorsulfonic acid; hydrogen; trimethyl orthoformate; 10percent Pd/C; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h