(2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide

Base Information

Chemical Name:(2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide
CAS No.:900811-36-1
Molecular Formula:C₂₇H₃₆N₂O₄
Molecular Weight:452.594
Hs Code.:

Synonyms:(2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide

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Chemical Property of (2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide

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Technology Process of (2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide

There total 4 articles about (2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide 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:

: 900811-34-9
phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate

: 109-73-9,85404-21-3
N-butylamine

: 900811-36-1
(2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide

Guidance literature:: phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate; With phosphorus pentachloride; In dichloromethane; at -78 ℃; for 0.666667h;

N-butylamine; With trimethylaluminum; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/jo060296c

Reference yield:

: 866563-64-6
methyl 4-oxo-6-phenyl-(5S)-5-[[(phenylmethoxy)carbonyl]amino]hexanoate

: 900811-36-1
(2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / (S)-Alpine Hydride / tetrahydrofuran / -78 °C

2.1: LiHMDS / tetrahydrofuran; hexane / 1.33 h / -78 °C

2.2: 87 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

3.1: PCl₅ / CH₂Cl₂ / 0.67 h / -78 °C

3.2: 30 mg / trimethylaluminum / CH₂Cl₂ / 3 h / 20 °C

With (S)-alpine-hydride; phosphorus pentachloride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; 2.2: aldol reaction;
DOI:10.1021/jo060296c

Reference yield:

: 143601-50-7
phenylmethyl [(1S)-2-phenyl-1-[(2S)-tetrahydro-5-oxo-2-furanyl]ethyl]carbamate

: 900811-36-1
(2R,4S,5S)-(1-methyl-2-ethenyl)hydroxy[(phenylmethoxy)carbonyl]amino-6-phenylhexanoic acid N-butylamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiHMDS / tetrahydrofuran; hexane / 1.33 h / -78 °C

1.2: 87 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

2.1: PCl₅ / CH₂Cl₂ / 0.67 h / -78 °C

2.2: 30 mg / trimethylaluminum / CH₂Cl₂ / 3 h / 20 °C

With phosphorus pentachloride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; 1.2: aldol reaction;
DOI:10.1021/jo060296c