(4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-oxazolidin-2-one

Base Information

• Chemical Name: (4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-oxazolidin-2-one
• CAS No.: 862465-86-9
• Molecular Formula: C₄₁H₆₃NO₉Si
• Molecular Weight: 742.038

Synonyms:(4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-oxazolidin-2-one

Chemical Property of (4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-oxazolidin-2-one

There total 10 articles about (4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-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: 93.0%

2-((4R,6R)-6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}-2,2-dimethyl-1,3-dioxan-4-yl)ethanal (862465-68-7) + (S)-4-benzyl-3-propionyl-2-oxazolidinone (131685-53-5,101711-78-8) → (4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-oxazolidin-2-one (862465-86-9)

Guidance literature:

(S)-4-benzyl-3-propionyl-2-oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 - 0 ℃; for 1.5h;

2-((4R,6R)-6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}-2,2-dimethyl-1,3-dioxan-4-yl)ethanal; In dichloromethane; at -78 - 0 ℃; for 2h;

DOI:10.1021/ol051225n

Reference yield:

tert-butyl 2-{(6S,4R)-2-(4-methoxyphenyl)-6-[(phenylmethoxy)methyl]-1,3-dioxan-4-yl}acetate (862465-63-2) → (4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-oxazolidin-2-one (862465-86-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 89 percent / Raney Nickel; H₂ / ethanol / 3 h / 20 °C / 760 Torr

2.1: 90 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

3.1: 87 percent / isopropylmagnesium chloride / tetrahydrofuran / -30 - 0 °C

4.1: 93 percent / MgBr₂*Et₂O; n-tributyltin chloride / CH₂Cl₂ / 5 h / 20 °C

5.1: 89 percent / tetrahydrofuran / 2 h / 0 °C

6.1: EtBOMe; NaBH₄ / tetrahydrofuran; methanol / 9 h / -78 °C

6.2: H₂O₂ / methanol; tetrahydrofuran; H₂O / -78 - 20 °C

7.1: 3.80 g / PPTs / CH₂Cl₂ / 1 h / 20 °C

8.1: 86 percent / pyridine; O₃; Sudan III / Ph₃P / CH₂Cl₂; methanol / -78 - 20 °C

9.1: n-Bu₂BOTf; Et₃N / CH₂Cl₂ / 1.5 h / -78 - 0 °C

9.2: 93 percent / CH₂Cl₂ / 2 h / -78 - 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; oil scarlet; di-n-butylboryl trifluoromethanesulfonate; tributyltin chloride; hydrogen; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; nickel; ozone; triethylamine; magnesium bromide; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/ol051225n

Reference yield:

2-((6S,4R)-6-{[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]methyl}-2-(4-methoxyphenyl)(1,3-dioxan-4-yl))-N-methoxy-N-methylacetamide (862465-64-3) → (4S)-3-[4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-2-methylbutanoyl]-4-benzyl-1,3-oxazolidin-2-one (862465-86-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 93 percent / MgBr₂*Et₂O; n-tributyltin chloride / CH₂Cl₂ / 5 h / 20 °C

2.1: 89 percent / tetrahydrofuran / 2 h / 0 °C

3.1: EtBOMe; NaBH₄ / tetrahydrofuran; methanol / 9 h / -78 °C

3.2: H₂O₂ / methanol; tetrahydrofuran; H₂O / -78 - 20 °C

4.1: 3.80 g / PPTs / CH₂Cl₂ / 1 h / 20 °C

5.1: 86 percent / pyridine; O₃; Sudan III / Ph₃P / CH₂Cl₂; methanol / -78 - 20 °C

6.1: n-Bu₂BOTf; Et₃N / CH₂Cl₂ / 1.5 h / -78 - 0 °C

6.2: 93 percent / CH₂Cl₂ / 2 h / -78 - 0 °C

With pyridine; sodium tetrahydroborate; oil scarlet; di-n-butylboryl trifluoromethanesulfonate; tributyltin chloride; pyridinium p-toluenesulfonate; ozone; triethylamine; magnesium bromide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ol051225n

upstream raw materials:

2-((4R,6R)-6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}-2,2-dimethyl-1,3-dioxan-4-yl)ethanal

(S)-4-benzyl-3-propionyl-2-oxazolidinone

tert-butyl 2-{(6S,4R)-2-(4-methoxyphenyl)-6-[(phenylmethoxy)methyl]-1,3-dioxan-4-yl}acetate

2-((6S,4R)-6-{[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]methyl}-2-(4-methoxyphenyl)(1,3-dioxan-4-yl))-N-methoxy-N-methylacetamide

Downstream raw materials:

4-(6-{(2S)-3-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-2-[(4-methoxyphenyl)methoxy]propyl}(4S,6R)-2,2-dimethyl(1,3-dioxan-4-yl))(2S,3R)-3-hydroxy-N-methoxy-2-methyl-N-methylbutanamide

C₇₆H₁₃₀O₁₃Si₃

C₇₆H₁₂₈O₁₃Si₃

C₇₆H₁₂₈O₁₃Si₃

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