(3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Base Information

Chemical Name:(3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester
CAS No.:136707-40-9
Molecular Formula:C₃₀H₃₁NO₆
Molecular Weight:501.579
Hs Code.:

Synonyms:(3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

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Chemical Property of (3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

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Technology Process of (3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

There total 2 articles about (3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester 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: 85.8%

: 127-09-3
sodium acetate

: 136707-38-5
(3S,5S,6R)-3-(4-Iodo-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

: 136707-40-9
(3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Guidance literature:: In N,N-dimethyl-formamide; at 80 ℃; for 4h;
DOI:10.1021/ja00024a038

Reference yield:

: 112741-49-8,173397-90-5
tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate

: 136707-40-9
(3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C

2: 85.8 percent / dimethylformamide / 4 h / 80 °C

With lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1021/ja00024a038

Reference yield:

: 136707-40-9
(3S,5S,6R)-3-(4-Acetoxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

: 136736-11-3
(S)-2-tert-Butoxycarbonylamino-6-(toluene-4-sulfonyloxy)-hexanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / PdCl₂ / tetrahydrofuran; ethanol / 20 h / 2585.7 Torr

2: 1 N HCl / 2 h / Heating

3: 80 percent / Et₃N, DMAP / H₂O; acetonitrile / 24 h

4: 94.4 percent / Et₃N, DMAP / CH₂Cl₂ / 2 h

With hydrogenchloride; dmap; hydrogen; triethylamine; palladium dichloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ja00024a038