(4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine

Base Information

Chemical Name:(4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine
CAS No.:158584-94-2
Molecular Formula:C₃₀H₄₅NO₅Si
Molecular Weight:527.777
Hs Code.:

Synonyms:(4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine

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Chemical Property of (4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine

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Technology Process of (4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine

There total 11 articles about (4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine 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: 99.0%

: 182962-13-6
(4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-5-((E)-3-oxo-propenyl)-oxazolidine-3-carboxylic acid tert-butyl ester

: 158584-94-2
(4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine

Guidance literature:: With hydrogen; nickel; In ethanol; for 20h; under 2280 Torr;
DOI:10.1016/0957-4166(96)00381-3

Reference yield:

: 95715-85-8
2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester

: 158584-94-2
(4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / dimethylformamide / 14 h / 25 °C

2: DIBALH / toluene / 0.5 h / -78 °C

4: CSA / CH₂Cl₂ / 3 h / 25 °C

5: 1.) 9-BBN, 2.) 3 N aq. NaOH, 30percent H₂O₂ / 1.) THF, 25 deg C, 20 h, 2.) MeOH, 25 deg C, 5 h

With 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; dihydrogen peroxide; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 158584-92-0
[(1R,2R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-pent-4-enyl]-carbamic acid tert-butyl ester

: 158584-94-2
(4R,5R)-3-N-tert-butoxycarbonyl-4-tert-butyldiphenylsilyloxymethyl-5-<3''-hydroxypropyl>-2,2-dimethyl-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1: CSA / CH₂Cl₂ / 3 h / 25 °C

2: 1.) 9-BBN, 2.) 3 N aq. NaOH, 30percent H₂O₂ / 1.) THF, 25 deg C, 20 h, 2.) MeOH, 25 deg C, 5 h

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; dihydrogen peroxide; In dichloromethane;