(2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane

Base Information

Chemical Name:(2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane
CAS No.:211946-08-6
Molecular Formula:C₁₉H₂₈O₂S
Molecular Weight:320.496
Hs Code.:

Synonyms:(2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane

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Chemical Property of (2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane

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Technology Process of (2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane

There total 9 articles about (2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane 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: 87.0%

: 14204-24-1
N-(phenylthio)succinimide

: 203925-55-7
(S)-2-((2S,3R,6R)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)propan-1-ol

: 211946-08-6
(2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: With tributylphosphine; In benzene;
DOI:10.1016/S0040-4039(98)00974-5

Reference yield:

: 211945-96-9
(E)-3-((2R,5R)-2,5-Dimethyl-pyrrolidin-1-yl)-pent-2-enoic acid methyl ester

: 211946-08-6
(2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 9 steps

1: 1) LDA / 1) THF, 0 deg C

2: 1) BH₃*THF, 2) Me₃NO*2H₂O / 1) 0 deg C, 2) diglyme, 120 deg C

3: 92 percent / DMAP, imidazole / CH₂Cl₂

4: NaCNBH₃, HCl / tetrahydrofuran

5: AcOH / Heating

6: 94 percent / -40 °C

7: 99 percent / hydrogen / Rh/Al₂O₃ / diethyl ether / 7757.2 Torr

8: 90 percent / HF / acetonitrile; H₂O

9: 87 percent / Bu₃P / benzene

With 1H-imidazole; hydrogenchloride; dmap; borane-THF; trimethylamine-N-oxide; tributylphosphine; hydrogen fluoride; hydrogen; sodium cyanoborohydride; acetic acid; lithium diisopropyl amide; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(98)00974-5

Reference yield:

: 211945-97-0
(5R,6S)-4-((2R,5R)-2,5-Dimethyl-pyrrolidin-1-yl)-6-isopropenyl-5-methyl-5,6-dihydro-pyran-2-one

: 211946-08-6
(2S,3R,6S)-3-Methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 8 steps

1: 1) BH₃*THF, 2) Me₃NO*2H₂O / 1) 0 deg C, 2) diglyme, 120 deg C

2: 92 percent / DMAP, imidazole / CH₂Cl₂

3: NaCNBH₃, HCl / tetrahydrofuran

4: AcOH / Heating

5: 94 percent / -40 °C

6: 99 percent / hydrogen / Rh/Al₂O₃ / diethyl ether / 7757.2 Torr

7: 90 percent / HF / acetonitrile; H₂O

8: 87 percent / Bu₃P / benzene

With 1H-imidazole; hydrogenchloride; dmap; borane-THF; trimethylamine-N-oxide; tributylphosphine; hydrogen fluoride; hydrogen; sodium cyanoborohydride; acetic acid; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(98)00974-5