(4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane

Base Information

Chemical Name:(4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane
CAS No.:192993-17-2
Molecular Formula:C₂₄H₃₇BO₃
Molecular Weight:384.367
Hs Code.:

Synonyms:(4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane

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Chemical Property of (4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane

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Technology Process of (4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane

There total 8 articles about (4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane 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:

: C₃₀H₄₇BO₃

: 192993-17-2
(4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane

Guidance literature:: C₃₀H₄₇BO₃; With lithium borohydride; triethylamine; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1.5h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; diethyl ether; water; at -78 ℃; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2011.09.012

Reference yield:

: 56850-58-9,59965-24-1,74924-27-9,112068-34-5
methyl (2R)-3-(benzyloxy)-2-methylpropanoate

: 192993-17-2
(4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) MeNHOMe*HCl, i-PrMgCl / 1.) THF, -15 deg C, 50 min; 2.) THF, 0 deg C, 1 h

2: Et₃N / diethyl ether / 2 h / 0 °C

3: 2.) Et₃N, LiBH₄ / 1.) -20 deg C, 1.5 h; 2.) -78 deg C, 1.5 h

With lithium borohydride; isopropylmagnesium chloride; N,O-dimethylhydroxylamine*hydrochloride; triethylamine; In diethyl ether;
DOI:10.1016/S0040-4039(97)00816-2

Reference yield:

: 192993-13-8
(2R)-1-benzyloxy-2-methylhexan-3-one

: 192993-17-2
(4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / diethyl ether / 2 h / 0 °C

2: 2.) Et₃N, LiBH₄ / 1.) -20 deg C, 1.5 h; 2.) -78 deg C, 1.5 h

With lithium borohydride; triethylamine; In diethyl ether;
DOI:10.1016/S0040-4039(97)00816-2