(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

Base Information

Chemical Name:(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester
CAS No.:176755-30-9
Molecular Formula:C₂₂H₃₂N₂O₇
Molecular Weight:436.505
Hs Code.:

Synonyms:(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

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Chemical Property of (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

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Technology Process of (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

There total 4 articles about (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 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: 59.0%

: 176755-25-2
(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 176755-30-9
(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

Guidance literature:: With ruthenium trichloride; sodium periodate; In water; ethyl acetate; acetonitrile; for 1.5h; Ambient temperature;
DOI:10.1016/0040-4039(96)00270-5

Reference yield:

: benzyl tert-butyl (5-(methoxy(methyl)amino)-5-oxopentane-1,4-diyl) (S)-dicarbamate

: 176755-30-9
(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 0.58 h / -78 °C

2: K-selectride / tetrahydrofuran / 0.5 h / -78 °C

3: 61 percent / pyridine*p-TsOH / CH₂Cl₂ / 60 h / Ambient temperature

4: 59 percent / NaIO₄, RuCl₃ / acetonitrile; ethyl acetate; H₂O / 1.5 h / Ambient temperature

With ruthenium trichloride; sodium periodate; pyridinium p-toluenesulfonate; potassium tri-sec-butyl-borohydride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1016/0040-4039(96)00270-5

Reference yield:

: ((S)-4-tert-Butoxycarbonylamino-5-furan-2-yl-5-hydroxy-pentyl)-carbamic acid benzyl ester

: 176755-30-9
(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / pyridine*p-TsOH / CH₂Cl₂ / 60 h / Ambient temperature

2: 59 percent / NaIO₄, RuCl₃ / acetonitrile; ethyl acetate; H₂O / 1.5 h / Ambient temperature

With ruthenium trichloride; sodium periodate; pyridinium p-toluenesulfonate; In dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1016/0040-4039(96)00270-5