N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)butanamide

Base Information

• Chemical Name: N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)butanamide
• CAS No.: 225378-03-0
• Molecular Formula: C₂₆H₄₄N₂O₅S
• Molecular Weight: 496.712
• Mol file: 225378-03-0.mol

Synonyms:N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)butanamide

Chemical Property of N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)butanamide

There total 3 articles about N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)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:

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride (104882-45-3) + 2-thiazol-2-ylmethyl-succinic acid 4-tert-butyl ester → N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)butanamide (225378-03-0)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; Yield given;

DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

3-<1-oxo-3-(2-thiazolyl)propyl>-4(S)-(phenylmethyl)-2-oxazolidinone (225377-48-0) → N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)butanamide (225378-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / NaHMDS / tetrahydrofuran / -78 °C / 1.) 45 min, 2.) 2 h

2: 30 percent H₂O₂, LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

3: i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 °C

With lithium hydroxide; dihydrogen peroxide; sodium hexamethyldisilazane; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

3-<4-(1,1-dimethylethoxy)-1,4-dioxo-2-(S)-(2-thiazolylmethyl)butyl>-4(S)-(phenylmethyl)-2-oxazolidinone (225377-64-0) → N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thiazolylmethyl)butanamide (225378-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent H₂O₂, LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

2: i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 °C

With lithium hydroxide; dihydrogen peroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(98)00265-X

upstream raw materials:

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

3-<1-oxo-3-(2-thiazolyl)propyl>-4(S)-(phenylmethyl)-2-oxazolidinone

3-<4-(1,1-dimethylethoxy)-1,4-dioxo-2-(S)-(2-thiazolylmethyl)butyl>-4(S)-(phenylmethyl)-2-oxazolidinone

Downstream raw materials:

(S)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-thiazol-2-ylmethyl-succinamic acid