(2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane

Base Information

Chemical Name:(2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane
CAS No.:868134-38-7
Molecular Formula:C₄₇H₅₈O₅Si
Molecular Weight:731.06
Hs Code.:

Synonyms:(2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane

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Chemical Property of (2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane

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Technology Process of (2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane

There total 7 articles about (2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane 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: 89.0%

: 868134-37-6
(2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-4,6-dimethylheptan-2-ol

: 420-37-1
trimethoxonium tetrafluoroborate

: 868134-38-7
(2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane

Guidance literature:: With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/jo051307p

Reference yield:

: 868134-33-2
(2R,3S,4S)-5-benzyloxy-1-[(2S)-(1,4-dioxaspiro[4.5]dec-2-yl)]-3-hydroxy-2,4-dimethylpentan-1-one

: 868134-38-7
(2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane

Guidance literature:: Multi-step reaction with 5 steps

1: 2.8 g / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h / -78 °C

2: 93 percent / KH; tetra-n-butylammonium iodide / tetrahydrofuran / 2 h / 20 °C

3: 87 percent / ZnBr₂ / CH₂Cl₂ / 3 h / 20 °C

4: 95 percent / imidazole / CH₂Cl₂ / 20 °C

5: 89 percent / 1,8-bis(N,N-dimethylamino)naphthalene / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; potassium hydride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; zinc dibromide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo051307p

Reference yield:

: 868134-34-3
(1S,2R,3S,4S)-5-benzyloxy-1-[(2S)-(1,4-dioxaspiro[4.5]dec-2-yl)]-2,4-dimethylpentane-1,3-diol

: 868134-38-7
(2S,3S,4R,5S,6S)-3,5,7-tris(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4,6-dimethylheptane

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / KH; tetra-n-butylammonium iodide / tetrahydrofuran / 2 h / 20 °C

2: 87 percent / ZnBr₂ / CH₂Cl₂ / 3 h / 20 °C

3: 95 percent / imidazole / CH₂Cl₂ / 20 °C

4: 89 percent / 1,8-bis(N,N-dimethylamino)naphthalene / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; potassium hydride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; zinc dibromide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo051307p