(1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate

Base Information

Chemical Name:(1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate
CAS No.:143508-60-5
Molecular Formula:C₂₇H₄₇NO₇
Molecular Weight:497.673
Hs Code.:

(1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate

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Chemical Property of (1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate

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Technology Process of (1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate

There total 1 articles about (1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate 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: 98.0%

: 143508-26-3,143508-27-4
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[1-(2,2-dimethyl-propyl)-pent-4-enyl] ester

: 143508-60-5,143508-61-6
(1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate

Guidance literature:: With ruthenium(IV) oxide; sodium periodate; In tetrachloromethane; water; acetonitrile;
DOI:10.1021/jm00099a004

Reference yield: 80.0%

: 59859-77-7
2-benzyloxycarbonylamino-3-hydroxy-propionic acid tert-butyl ester

: 143508-60-5,143508-61-6
(1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate

: 143508-33-2,143614-72-6
O^ω-<(4S,R)-4-<<<(4S,5R)-4-(cyclohexylmethyl)-3-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-5-oxazolidinyl>carbonyl>oxy>-4-(2,2-dimethylpropyl)butyryl>-N^α-<(phenylmethoxy)carbonyl>-L-serine, 1,1-dimethylethyl ester

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃;
DOI:10.1021/jm00099a004

Reference yield:

: 143508-60-5,143508-61-6
(1S,R)-1-(2,2-dimethylpropyl)-4-oxo-4-hydroxybutyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarbxylate

: (3R,4S,7S)-7-Amino-4-cyclohexylmethyl-13-(2,2-dimethyl-propyl)-3-hydroxy-1,9-dioxa-5-aza-cyclotridecane-2,6,10-trione

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

2: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

3: N-methylmorpholine, hydroxybenzotriazole (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / tetrahydrofuran / 144 h / Ambient temperature

4: H₂ / 10 percent Pd/C / methanol / 760 Torr

With 4-methyl-morpholine; dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00099a004