methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate

Base Information

Chemical Name:methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate
CAS No.:854748-13-3
Molecular Formula:C₃₅H₄₇N₅O₇S₂
Molecular Weight:713.919
Hs Code.:

methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate

Synonyms:methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate

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Chemical Property of methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate

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Technology Process of methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate

There total 12 articles about methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}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: 59.0%

: 853893-94-4
(2S)-N-[(1S,2R)-1-benzyl-2-hydroxy-3-(isobutylamino)propyl]-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

: 63555-50-0
methyl 3-chlorosulfonylbenzoate

: 854748-13-3
methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate

Guidance literature:: With triethylamine; In dichloromethane; for 16h;
DOI:10.1016/j.bmcl.2005.03.008

Reference yield:

: (2-chloro-ethyl)-(2-methyl-thiazol-4-ylmethyl)-carbamic acid tert-butyl ester

: 854748-13-3
methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: NaCNBH₃ / 1 h / 20 °C

2: 70 percent / aq. TFA

3: 68 percent / tetrahydrofuran / 3 h / Heating

4: 59 percent / LiOH

5: 74 percent / EDC / CH₂Cl₂ / 16 h

6: 59 percent / Et₃N / CH₂Cl₂ / 16 h

With lithium hydroxide; sodium cyanoborohydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2005.03.008

Reference yield:

: 853894-11-8
tert-butyl (2-hydroxyethyl)[(2-methyl-1,3-thiazol-4-yl)methyl]carbamate

: 854748-13-3
methyl 3-{[{(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}(isobutyl)amino]sulfonyl}benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: oxalyl chloride / dimethylsulfoxide

2: NaCNBH₃ / 1 h / 20 °C

3: 70 percent / aq. TFA

4: 68 percent / tetrahydrofuran / 3 h / Heating

5: 59 percent / LiOH

6: 74 percent / EDC / CH₂Cl₂ / 16 h

7: 59 percent / Et₃N / CH₂Cl₂ / 16 h

With lithium hydroxide; oxalyl dichloride; sodium cyanoborohydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2005.03.008