methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate

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Chemical Name:methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate
CAS No.:1269429-08-4
Molecular Formula:C₂₆H₃₇NO₃Si
Molecular Weight:439.67
Hs Code.:

Synonyms:methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate

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Chemical Property of methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate

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Technology Process of methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate

There total 16 articles about methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate 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: 90.0%

: 1269429-07-3
methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-2-oxo-6-phenylhexyl)benzoate

: 1269429-08-4
methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In ethanol; at 50 ℃;

Reference yield:

: C₂₆H₃₅NO₃Si

: 1269429-08-4
methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate

Guidance literature:: C₂₆H₃₅NO₃Si; With palladium diacetate; In toluene; at 80 ℃;

With palladium on activated charcoal; hydrogen; platinum(II) chloride; In methanol; dichloromethane; under 2585.81 Torr; diastereoselective reaction;
DOI:10.1016/j.bmcl.2016.12.033

Reference yield:

: tert-butyl (4S,5R)-4-formyl-2,2-dimethyl-5-phenyloxazolidine-3-carboxylate

: 1269429-08-4
methyl 4-({(2S,5R)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: dichloromethane / 40 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / acetone / 24 h / 20 °C

3.1: sodium t-butanolate / dimethyl sulfoxide / 0.75 h / 20 °C

3.2: 1.5 h / 20 °C

4.1: acetyl chloride; methanol / 5 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4.5 h / -78 - 20 °C

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

8.1: triphenylphosphine / palladium diacetate / ethanol / Inert atmosphere; Reflux

9.1: hydrogen / palladium 10% on activated carbon / ethanol / 50 °C

With methanol; hydrogen; N-ethyl-N,N-diisopropylamine; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium t-butanolate; palladium 10% on activated carbon; palladium diacetate; In ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;