(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester

Base Information

Chemical Name:(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester
CAS No.:245756-16-5
Molecular Formula:C₂₅H₄₄ClNO₅
Molecular Weight:474.081
Hs Code.:

Synonyms:(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester

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Chemical Property of (S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester

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Technology Process of (S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester

There total 7 articles about (S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester 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: 92.0%

: 122621-77-6
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 192516-47-5
2(S)-(2-chloro-2-propenyl)-1,4-butanedioic acid 4-(1,1-dimethylethyl) ester

: 245756-16-5
(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo990321x

Reference yield: 60.0%

: 245756-13-2
(S)-5-Chloro-3-((Z)-(S)-1-cyclohexylmethyl-5-methyl-hex-2-enylcarbamoyl)-hex-5-enoic acid tert-butyl ester

: 245756-16-5
(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; tert-butyl alcohol; at 5 ℃; for 48h;
DOI:10.1021/jo990321x

Reference yield:

: 58404-02-7
dimethyl(2-chloro-2-propenyl)malonate

: 245756-16-5
(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: BnEt₃NCl; 10N NaOH / H₂O / 20 °C

2: KOH / methanol; H₂O / 20 °C

3: toluene / 20 h / Heating

4: 48 percent / Alcalase / H₂O; acetone / 71 h / pH 7.2 - 8.1

5: 92 percent / DIEA; HOBt; DCC / tetrahydrofuran / 20 °C

With potassium hydroxide; sodium hydroxide; Alcalase; N-benzyl-N,N,N-triethylammonium chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; water; acetone; toluene; 1: Alkylation / 2: Hydrolysis / 3: Decarboxylation / 4: Hydrolysis / 5: Acylation;
DOI:10.1021/jo990321x