(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate

Base Information

Chemical Name:(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate
CAS No.:499140-17-9
Molecular Formula:C₂₃H₂₃NO₄S
Molecular Weight:409.506
Hs Code.:

Synonyms:(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate

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Chemical Property of (1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate

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Technology Process of (1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate

There total 5 articles about (1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate 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: 74.0%

: phenylmagnesium bromide

: 499140-11-3
benzyl (2S,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxylate

: 945-51-7
1,1'-sulfinylbisbenzene

: 499140-17-9
(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate

Guidance literature:: In dichloromethane; at -78 ℃;
DOI:10.1021/ol027232i

Reference yield: 74.0%

: phenylmagnesium bromide

: 499140-12-4
benzyl (2R,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxilate

: 945-51-7
1,1'-sulfinylbisbenzene

: 499140-17-9
(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate

Guidance literature:: In dichloromethane; at -78 ℃;
DOI:10.1021/ol027232i

Reference yield:

: 492-41-1,58550-13-3,757124-50-8
(1R,2S)-norephedrine

: 499140-17-9
(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-benzenesulfinate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 0.08 h / 0 °C

2: 44 percent / thionyl chloride; 2,6-lutidine / CH₂Cl₂ / 0.25 h / -40 °C

3: 74 percent / CH₂Cl₂ / -78 °C

With 2,6-dimethylpyridine; dmap; thionyl chloride; In dichloromethane;
DOI:10.1021/ol027232i