(2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile

Base Information

Chemical Name:(2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile
CAS No.:860267-40-9
Molecular Formula:C₃₄H₃₆N₂O₇
Molecular Weight:584.669
Hs Code.:

Synonyms:(2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile

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Chemical Property of (2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile

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Technology Process of (2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile

There total 6 articles about (2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile 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: 90.0%

: 860267-39-6
(2S,3S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3-methyl-5-oxopentanenitrile

: 74-88-4
methyl iodide

: 860267-40-9
(2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile

Guidance literature:: (2S,3S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3-methyl-5-oxopentanenitrile; With Diethoxy-methyl-(6-amino-hexylaminomethyl)-silan; In tetrahydrofuran; hexane; at -78 ℃; for 4h;

methyl iodide; In tetrahydrofuran; hexane; at -100 - -10 ℃;
DOI:10.1002/ejoc.200400885

Reference yield:

: 860267-37-4
1-(benzo[d][1,3]dioxol-6-yl)-3-hydroxybutan-1-one

: 860267-40-9
(2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / methanesulfonyl chloride; Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 83 percent / LDA / tetrahydrofuran; hexane / -100 - -10 °C

3.1: KDA / tetrahydrofuran; hexane / 4 h / -78 °C

3.2: 90 percent / tetrahydrofuran; hexane / -100 - -10 °C

With Diethoxy-methyl-(6-amino-hexylaminomethyl)-silan; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 2.1: Michael addition;
DOI:10.1002/ejoc.200400885

Reference yield:

: 860267-38-5
(SR)-2-(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}acetonitrile

: 860267-40-9
(2S,3S,4S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-methyl-5-oxopentanenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / LDA / tetrahydrofuran; hexane / -100 - -10 °C

2.1: KDA / tetrahydrofuran; hexane / 4 h / -78 °C

2.2: 90 percent / tetrahydrofuran; hexane / -100 - -10 °C

With Diethoxy-methyl-(6-amino-hexylaminomethyl)-silan; lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.1: Michael addition;
DOI:10.1002/ejoc.200400885