(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Base Information

Chemical Name:(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine
CAS No.:212612-92-5
Molecular Formula:C₄₃H₆₁NO₇Si₂
Molecular Weight:760.131
Hs Code.:

(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Synonyms:(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

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Chemical Property of (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

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Technology Process of (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

There total 9 articles about (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine 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:

: 212612-91-4
(2S,3R,3aR,4R,6R)-4-(benzoyloxy)-2-{2-[dimethyl(1,1,2-trimethylpropyl)silyloxy]-1-oxoethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo[2,3-b][1,2]oxazine

: Benzoic acid (2S,3S,3aS,4R,6R)-3-(dimethyl-phenyl-silanyl)-2-{(R)-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-1-hydroxy-ethyl}-6-((1S,2R)-2-phenyl-cyclohexyloxy)-hexahydro-isoxazolo[2,3-b][1,2]oxazin-4-yl ester

: 212612-92-5
(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -74 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja980705p

Reference yield:

: 17156-64-8
(dimethylphenylsilyl)acetylene

: 212612-92-5
(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Guidance literature:: Multi-step reaction with 5 steps

1.1: EtMgBr / tetrahydrofuran / 1 h / Heating

1.2: 86 percent / tetrahydrofuran / 1 h / Heating

2.1: (c-Hex)2BH / tetrahydrofuran / 2 h / 0 - 20 °C

2.2: 71 percent / tetrahydrofuran / 1 h / Heating

3.1: 97 percent / (COCl₂); DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -74 - 20 °C

4.1: benzene / 12 h / 23 °C

5.1: L-selectride / tetrahydrofuran / 1.5 h / -74 °C

With phosgene; bis(cyclohexanyl)borane; ethylmagnesium bromide; L-Selectride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; benzene; 1.1: Metallation / 1.2: Grignard reaction / 2.1: hydroboration / 2.2: Substitution / 3.1: Oxidation / 4.1: Cycloaddition / 5.1: Reduction;
DOI:10.1021/jo991990d

Reference yield:

: 212612-95-8
2-[(dimethyl(1,1,2-trimethylpropyl)silyl)oxy]ethanal

: 212612-92-5
(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Guidance literature:: Multi-step reaction with 5 steps

1.1: EtMgBr / tetrahydrofuran / 1 h / Heating

1.2: 86 percent / tetrahydrofuran / 1 h / Heating

2.1: (c-Hex)2BH / tetrahydrofuran / 2 h / 0 - 20 °C

2.2: 71 percent / tetrahydrofuran / 1 h / Heating

3.1: 97 percent / (COCl₂); DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -74 - 20 °C

4.1: benzene / 12 h / 23 °C

5.1: L-selectride / tetrahydrofuran / 1.5 h / -74 °C

With phosgene; bis(cyclohexanyl)borane; ethylmagnesium bromide; L-Selectride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; benzene; 1.1: Metallation / 1.2: Grignard reaction / 2.1: hydroboration / 2.2: Substitution / 3.1: Oxidation / 4.1: Cycloaddition / 5.1: Reduction;
DOI:10.1021/jo991990d