(2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane

Base Information

Chemical Name:(2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane
CAS No.:866138-94-5
Molecular Formula:C₄₄H₆₀O₇SSi
Molecular Weight:761.108
Hs Code.:

Synonyms:(2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane

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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 (2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane

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Technology Process of (2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane

There total 11 articles about (2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane 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: 99.0%

: 866138-84-3
(2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-hydroxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane

: 124-63-0
methanesulfonyl chloride

: 866138-94-5
(2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane

Guidance literature:: With pyridine; at 20 ℃; for 5h;
DOI:10.1021/ol051200o

Reference yield:

: (R)-4-hydroxy-5-(4-methoxybenzyloxy)pentanoic acid

: 866138-94-5
(2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole / CH₂Cl₂ / 5 h / 20 °C

2: 6.6 g / aq. K₂CO₃ / methanol; tetrahydrofuran / 1 h / 0 °C

3: Et₃N / tetrahydrofuran / 3 h / 0 °C

4: 6.7 g / BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

5: 72 percent / TiCl₄; (i-Pr)2NEt / CH₂Cl₂ / 4 h / -78 - 0 °C

6: 94 percent / LiBH₄ / methanol; tetrahydrofuran / 0 - 20 °C

7: 100 percent / pyridine / 12 h / 70 °C

8: 99 percent / pyridine / 5 h / 20 °C

With pyridine; 1H-imidazole; lithium borohydride; n-butyllithium; titanium tetrachloride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol051200o

Reference yield:

: 866138-76-3
(R)-4-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pentanoic acid

: 866138-94-5
(2R,4S,5S)-2-tert-butyldimethylsilyloxy-5-methanesulfonyloxy-1-(4-methoxy)benzyloxy-7-methyl-4-(trityloxymethyl)octane

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 3 h / 0 °C

2: 6.7 g / BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

3: 72 percent / TiCl₄; (i-Pr)2NEt / CH₂Cl₂ / 4 h / -78 - 0 °C

4: 94 percent / LiBH₄ / methanol; tetrahydrofuran / 0 - 20 °C

5: 100 percent / pyridine / 12 h / 70 °C

6: 99 percent / pyridine / 5 h / 20 °C

With pyridine; lithium borohydride; n-butyllithium; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol051200o