(S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester

Base Information

• Chemical Name: (S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester
• CAS No.: 197172-44-4
• Molecular Formula: C₃₇H₆₃N₃O₇Si
• Molecular Weight: 690.009
• Mol file: 197172-44-4.mol

Synonyms:(S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester

Chemical Property of (S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester

There total 19 articles about (S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester 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: 46.0%

C21H36N2O4Si (197172-41-1) + (R)-2-[(2S,3S)-2-((S)-sec-Butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl fluoride → (S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester (197172-44-4)

Guidance literature:

In benzene;

DOI:10.1016/S0040-4039(97)01664-X

Reference yield:

(R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2) → (S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester (197172-44-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) Cs₂CO₃ / 1) MeOH, H₂O, 2) DMF

2: 2,6-lutidine

3: CH₂Cl₂

5: 46 percent / benzene

With 2,6-dimethylpyridine; caesium carbonate; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(97)01664-X

Reference yield:

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → (S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester (197172-44-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 1) isobutylchloroformate, N-methylmorpholine / 1) Et₂O, 2) Et₂O

2: 95 percent / PhCOOAg, Et₃N

3: HCl

4: DMAP, Et₃N

5: t-BuMgCl

6: 65 percent / LDA, oxaziridine

7: NaHMDS, 18-crown-6 / tetrahydrofuran

8: 100 percent / hydrogen / Pd(OH)2/C

9: pyridine, cyanuric fluoride

10: 46 percent / benzene

With 4-methyl-morpholine; pyridine; hydrogenchloride; dmap; trifluoro-[1,3,5]triazine; 18-crown-6 ether; tert-butylmagnesium chloride; hydrogen; sodium hexamethyldisilazane; silver benzoate; triethylamine; oxyaziridine; lithium diisopropyl amide; isobutyl chloroformate; palladium dihydroxide; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(97)01664-X

upstream raw materials:

C₂₁H₃₆N₂O₄Si

N-(tert-butyloxycarbonyl)-L-isoleucine

(R)-leucine

L-leucine