N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thienylmethyl)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-thienylmethyl)butanamide
CAS No.:225377-83-3
Molecular Formula:C₂₇H₄₅NO₅S
Molecular Weight:495.724
Hs Code.:

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

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

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

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

: 104882-45-3
(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

: 2-thiophen-2-ylmethyl-succinic acid 4-tert-butyl ester

: 225377-83-3
N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thienylmethyl)butanamide

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:

: 5928-51-8
3-(2-thienyl)propanoic acid

: 225377-83-3
N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thienylmethyl)butanamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) trimethylacetyl chloride, Et₃N / 1.) THF, 0 deg C, 30 min, 2.) THF, -78 deg C, 30 min; 0 deg C, 45 min

2: 79 percent / NaHMDS / tetrahydrofuran / -78 °C / 1.) 45 min, 2.) 2 h

3: 30 percent H₂O₂, LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

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

With lithium hydroxide; dihydrogen peroxide; sodium hexamethyldisilazane; pivaloyl chloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 138296-00-1
4(S)-(1-methylethyl)-3-(1-oxo-3-(2-thienyl)propyl)-2-oxazolidinone

: 225377-83-3
N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-(1,1-dimethylethoxy)-4-oxo-2(S)-(2-thienylmethyl)butanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 79 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