(2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

Base Information

Chemical Name:(2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide
CAS No.:853894-05-0
Molecular Formula:C₃₄H₄₅N₅O₆S₂
Molecular Weight:683.893
Hs Code.:

(2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

Synonyms:(2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

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Chemical Property of (2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

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Technology Process of (2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

There total 13 articles about (2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide 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: 82.0%

: 853894-04-9
(2S)-N-((1S,2R)-1-benzyl-2-hydroxy-3-{isobutyl[(4-vinylphenyl)sulfonyl]amino}propyl)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

: 853894-05-0
(2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

Guidance literature:: With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; 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

: 853894-05-0
(2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

Guidance literature:: Multi-step reaction with 7 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: Et₃N / CH₂Cl₂ / 16 h

7: 82 percent / OsO₄; aq. NaIO₄ / tetrahydrofuran / 16 h

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; 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

: 853894-05-0
(2S)-N-{(1S,2R)-1-benzyl-3-[[(4-formylphenyl)sulfonyl](isobutyl)amino]-2-hydroxypropyl}-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanamide

Guidance literature:: Multi-step reaction with 8 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: Et₃N / CH₂Cl₂ / 16 h

8: 82 percent / OsO₄; aq. NaIO₄ / tetrahydrofuran / 16 h

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; 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