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

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Chemical Name:(R)-4-{(2S,6R)-6-[(2R,4S)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-hept-6-enyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid
CAS No.:915106-51-3
Molecular Formula:C₄₄H₇₄O₆Si₃
Molecular Weight:783.324
Hs Code.:

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

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

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

There total 7 articles about (R)-4-{(2S,6R)-6-[(2R,4S)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-hept-6-enyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid 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: 95.0%

: 915106-50-2
(S)-4-{(2S,6R)-6-[(2R,4S)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-hept-6-enyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol

: 915106-51-3
(R)-4-{(2S,6R)-6-[(2R,4S)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-hept-6-enyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; phosphate buffer; In acetonitrile; at 50 ℃; for 1h; pH=7;
DOI:10.1021/ol0620904

Reference yield:

: 915106-48-8
(R)-4-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-dimethyl-silanyloxy)-butyraldehyde

: 915106-51-3
(R)-4-{(2S,6R)-6-[(2R,4S)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-hept-6-enyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 69 percent / diethyl ether / 2.5 h / -78 °C

2.1: 89 percent / imidazole / dimethylformamide / 7 h / 20 °C

3.1: NH₃; Na / 2 h / -78 °C

3.2: DDQ / CH₂Cl₂ / 1 h / 20 °C

4.1: 95 percent / TEMPO; NaClO; NaClO₂ / phosphate buffer / acetonitrile / 1 h / 50 °C / pH 7

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; ammonia; sodium; (-)-B-methoxydiisopinocampheylborane; phosphate buffer; In diethyl ether; N,N-dimethyl-formamide; acetonitrile; 1.2: Brown's allylation;
DOI:10.1021/ol0620904

Reference yield:

: 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

: 915106-51-3
(R)-4-{(2S,6R)-6-[(2R,4S)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-hept-6-enyl]-tetrahydro-pyran-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / NaHCO₃; Dess-Martin periodinane / tetrahydrofuran / 1.5 h / 20 °C

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

2.2: 69 percent / diethyl ether / 2.5 h / -78 °C

3.1: 89 percent / imidazole / dimethylformamide / 7 h / 20 °C

4.1: NH₃; Na / 2 h / -78 °C

4.2: DDQ / CH₂Cl₂ / 1 h / 20 °C

5.1: 95 percent / TEMPO; NaClO; NaClO₂ / phosphate buffer / acetonitrile / 1 h / 50 °C / pH 7

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; ammonia; sodium; sodium hydrogencarbonate; Dess-Martin periodane; (-)-B-methoxydiisopinocampheylborane; phosphate buffer; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetonitrile; 2.2: Brown's allylation;
DOI:10.1021/ol0620904