(R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid

Base Information

Chemical Name:(R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid
CAS No.:225378-26-7
Molecular Formula:C₂₁H₃₉NO₅
Molecular Weight:385.544
Hs Code.:

Synonyms:(R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid

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Chemical Property of (R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid

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Technology Process of (R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid

There total 6 articles about (R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid 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: 90.0%

: 225377-74-2
N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-2(R)-<2-(1,1-dimethylethoxy)-2-oxoethyl>pentanamide

: 225378-26-7
(R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; 1.) 0 deg C, 2 h, 2.) 25 deg C, 1 h;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

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

: 225378-26-7
(R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2: 90 percent / TFA / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 1 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 638-29-9
n-valeryl chloride

: 225378-26-7
(R)-3-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) 0 deg C, 2 h

2: 78 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

5: 90 percent / TFA / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 1 h

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