(3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone

Base Information

Chemical Name:(3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone
CAS No.:885217-66-3
Molecular Formula:C₁₈H₂₅NO₂S
Molecular Weight:319.468
Hs Code.:

Synonyms:(3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone

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Chemical Property of (3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone

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Technology Process of (3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone

There total 4 articles about (3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone 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: 95.0%

: 885217-61-8
(3S,6S,9aR)-6-benzyl-3-isopropyltetrahydro-8H-oxazolo[3,2-d][1,4]thiazepin-5(6H)-one

: 74-88-4
methyl iodide

: 885217-66-3
(3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone

Guidance literature:: (3S,6S,9aR)-6-benzyl-3-isopropyltetrahydro-8H-oxazolo[3,2-d][1,4]thiazepin-5(6H)-one; With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h;

methyl iodide; In tetrahydrofuran; hexane; at 0 ℃; for 16h;
DOI:10.1021/ol060106k

Reference yield:

: 885217-55-0
(2-[1,3]-dioxolan-2-yl-ethylsulfanyl)-acetic acid methyl ester

: 885217-66-3
(3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / n-butyllithium / tetrahydrofuran; hexane / 16 h / 23 °C

2.1: BF₃*Et₂O / CH₂Cl₂ / 120 h

3.1: LDA; lithium chloride / tetrahydrofuran; hexane / 0.25 h / 0 °C

3.2: 88 percent / tetrahydrofuran; hexane / 16 h / 0 °C

4.1: LDA; lithium chloride / tetrahydrofuran; hexane / 0.25 h / 0 °C

4.2: 95 percent / tetrahydrofuran; hexane / 16 h / 0 °C

With n-butyllithium; boron trifluoride diethyl etherate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol060106k

Reference yield:

: 885217-56-1
2-(2-[1,3]dioxolan-2-yl-ethylsulfanyl)-N-(1-hydroxymethyl-2-methyl-propyl)-acetamide

: 885217-66-3
(3R,7R,10S)-1-aza-3-benzyl-10-isopropyl-3-methyl-8-oxa-4-thiabicyclo[5.3.0]-2-decanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / 120 h

2.1: LDA; lithium chloride / tetrahydrofuran; hexane / 0.25 h / 0 °C

2.2: 88 percent / tetrahydrofuran; hexane / 16 h / 0 °C

3.1: LDA; lithium chloride / tetrahydrofuran; hexane / 0.25 h / 0 °C

3.2: 95 percent / tetrahydrofuran; hexane / 16 h / 0 °C

With boron trifluoride diethyl etherate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol060106k