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

Base Information

Chemical Name:methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-2-oxo-6-phenylhexyl)benzoate
CAS No.:1269429-07-3
Molecular Formula:C₃₄H₄₃NO₆Si
Molecular Weight:589.804
Hs Code.:

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

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Chemical Property of methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-2-oxo-6-phenylhexyl)benzoate

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Technology Process of methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-2-oxo-6-phenylhexyl)benzoate

There total 14 articles about methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-2-oxo-6-phenylhexyl)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: 81.0%

: 1269429-06-2
methyl 4-[3-((3R,4R)-3-{[(benzyloxy)carbonyl]amino}-4-{[tert-butyl(dimethyl)silyl]oxy}-4-phenylbutyl)oxiran-2-yl]benzoate

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

Guidance literature:: With tributylphosphine; palladium diacetate; triphenylphosphine; In tetrahydrofuran; ethanol; Reflux;
DOI:10.1016/j.bmcl.2015.11.030

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

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;

Reference yield:

: 1269429-02-8
tert-butyl (4R,5R)-4-{4-[4-(methoxycarbonyl)phenyl]but-3-en-1-yl}-2,2-dimethyl-5-phenyl-1,3-oxazolidine-3-carboxylate

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

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

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

With methanol; N-ethyl-N,N-diisopropylamine; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium diacetate; In ethanol; dichloromethane; N,N-dimethyl-formamide;