(R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

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Chemical Name:(R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one
CAS No.:902480-48-2
Molecular Formula:C₃₂H₅₇NO₆Si₂
Molecular Weight:607.979
Hs Code.:

Synonyms:(R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

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Chemical Property of (R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

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Technology Process of (R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

There total 1 articles about (R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one 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: 53.0%

: 97826-89-6
(2R)-3-(tert-butyldimethylsilyloxy)-2-methylpropanal

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 129952-14-3
(R)-4-benzyl-3-(2-methoxyacetyl)oxazolidin-2-one

: 902480-48-2
(R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

Guidance literature:: (R)-4-benzyl-3-(2-methoxyacetyl)oxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

(2R)-3-(tert-butyldimethylsilyloxy)-2-methylpropanal; In dichloromethane; at 0 ℃; for 4h;

triisopropylsilyl trifluoromethanesulfonate; With triethylamine; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1021/ol060882s

Reference yield: 82.0%

: 902480-48-2
(R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

: 902480-49-3
(2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

Guidance literature:: With Celite; magnesium sulfate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1021/ol060882s

Reference yield:

: 902480-48-2
(R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

: seco-soraphen A

Guidance literature:: Multi-step reaction with 3 steps

1.1: 82 percent / PCC; MgSO₄; Celite / CH₂Cl₂ / 72 h / 20 °C

2.1: t-BuOK; n-BuLi; 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane / BF₃*OEt₂ / tetrahydrofuran / -78 - -40 °C

2.2: tetrahydrofuran / 5 h / -78 °C

3.1: 26 percent / Grubbs-Hoveyda II catalyst / toluene / 30 h / 80 °C

With n-butyllithium; 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; Celite; potassium tert-butylate; magnesium sulfate; pyridinium chlorochromate; [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol060882s