(+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane

Base Information

Chemical Name:(+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane
CAS No.:388632-22-2
Molecular Formula:C₂₄H₃₅NO₂Si
Molecular Weight:397.633
Hs Code.:

Synonyms:(+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane

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Technology Process of (+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane

There total 4 articles about (+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane 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%

: 388632-21-1
(+)-(2R,3S)-3-(dibenzylamino)-4-[(tert-butyldimethylsilanyl)oxy]-1-chlorobutan-2-ol

: 388632-22-2
(+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane

Guidance literature:: With methyllithium; In tetrahydrofuran; diethyl ether; at 25 ℃; for 1h;
DOI:10.1021/jo015920u

Reference yield:

: 75-11-6
diiodomethane

: 125654-82-2
(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-propionaldehyde

: 388632-22-2
(+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane

: 388632-25-5
(+)-(2S)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane

Guidance literature:: With methyllithium; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;
DOI:10.1021/jo015920u

Reference yield:

: 352530-50-8
methyl (S)-3-(tert-butyldimethylsilyloxy)-2-(dibenzylamino)propanoate

: 388632-22-2
(+)-(2R)-2-{1'(S)-(dibenzylamino)-2'-[(tert-butyldimethylsilanyl)oxy]ethyl}oxirane

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / MeLi / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

2: LiAlH₄ / tetrahydrofuran / 6 h / -100 °C

3: 87 percent / MeLi / tetrahydrofuran; diethyl ether / 1 h / 25 °C

With lithium aluminium tetrahydride; methyllithium; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo015920u