(3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane

Base Information

Chemical Name:(3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane
CAS No.:270257-61-9
Molecular Formula:C₂₆H₃₂N₂O₆
Molecular Weight:468.55
Hs Code.:

Synonyms:(3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane

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Chemical Property of (3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane

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Technology Process of (3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane

There total 7 articles about (3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane 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: 88.0%

: 203873-71-6
N-allyl-tert-butyloxycarbonyl-L-phenylalaninyl-L-phenylalanine methyl ester

: 270257-61-9
(3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane

Guidance literature:: N-allyl-tert-butyloxycarbonyl-L-phenylalaninyl-L-phenylalanine methyl ester; With ozone; In methanol; at -78 ℃; for 0.583333h;

With dimethylsulfide; In methanol; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jo991649t

Reference yield:

: 73270-67-4
(S)-2-allylamino-3-phenyl-propionic acid methyl ester

: 270257-61-9
(3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / N-ethylmorpholine / CH₂Cl₂ / 48 h / 20 °C

2.1: O₃ / methanol / 0.58 h / -78 °C

2.2: 88 percent / Me₂S / methanol / -78 - 20 °C

With N-ethylmorpholine;; ozone; In methanol; dichloromethane; 1.1: Acylation / 2.1: Oxidation / 2.2: Cyclization;
DOI:10.1021/jo991649t

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 270257-61-9
(3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 74 percent / cyanuric fluoride; pyridine / CH₂Cl₂ / 1 h / -15 °C

2.1: 75 percent / N-ethylmorpholine / CH₂Cl₂ / 48 h / 20 °C

3.1: O₃ / methanol / 0.58 h / -78 °C

3.2: 88 percent / Me₂S / methanol / -78 - 20 °C

With N-ethylmorpholine;; pyridine; trifluoro-[1,3,5]triazine; ozone; In methanol; dichloromethane; 1.1: Fluorination / 2.1: Acylation / 3.1: Oxidation / 3.2: Cyclization;
DOI:10.1021/jo991649t