(R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

Base Information

Chemical Name:(R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester
CAS No.:915106-69-3
Molecular Formula:C₄₄H₆₆O₆Si₂
Molecular Weight:747.175
Hs Code.:

(R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

Synonyms:(R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

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Chemical Property of (R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

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Technology Process of (R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

There total 1 articles about (R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl 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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 500208-42-4
4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester

: 915106-69-3
(R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1021/ol0620904

Reference yield: 88.0%

: 915106-69-3
(R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

: 915106-70-6
(S)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butan-1-ol

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 0.283333h;
DOI:10.1021/ol0620904

Reference yield:

: 915106-69-3
(R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

: 915106-52-4
(3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-{(2R,6S)-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-4-hydroxy-butyl]-tetrahydro-pyran-2-yl}-hexanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / Super Hydride / tetrahydrofuran / 0.28 h / -78 °C

2.1: 90 percent / NaHCO₃; Dess-Martin periodinane / tetrahydrofuran / 1.5 h / 20 °C

3.1: (-)-(IPC)2BOMe / diethyl ether / 1 h / -78 - 20 °C

3.2: 69 percent / diethyl ether / 2.5 h / -78 °C

4.1: 89 percent / imidazole / dimethylformamide / 7 h / 20 °C

5.1: 67 percent / NaIO₄; KMnO₄ / 2-methyl-propan-2-ol; H₂O / 0.75 h / 20 °C / pH 7

6.1: 92 percent / H₂ / Pd(OH)2/C / tetrahydrofuran / 3 h / 20 °C / 12411.6 Torr

With 1H-imidazole; potassium permanganate; sodium periodate; hydrogen; lithium triethylborohydride; sodium hydrogencarbonate; Dess-Martin periodane; (-)-B-methoxydiisopinocampheylborane; palladium dihydroxide; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; tert-butyl alcohol; 3.2: Brown's allylation;
DOI:10.1021/ol0620904