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

Base Information

Chemical Name:(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid
CAS No.:245756-17-6
Molecular Formula:C₂₁H₃₆ClNO₅
Molecular Weight:417.974
Hs Code.:

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

Suppliers and Price of (S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 8 articles about (S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic 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:

: 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

: 245756-17-6
(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid

Guidance literature:: (S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid tert-butyl ester; With trifluoroacetic acid; at 0 - 20 ℃;

With sodium hydroxide; In methanol; pH=11 - 12;

With hydrogenchloride; In water; at 20 ℃; for 1h; pH=1;
DOI:10.1021/jo990321x

Reference yield:

: 245756-14-3
(S)-5-Chloro-3-((Z)-(S)-1-cyclohexylmethyl-5-methyl-hex-2-enylcarbamoyl)-hex-5-enoic acid

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

: 245756-17-6
(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; tert-butyl alcohol; at 5 ℃; for 48h; Title compound not separated from byproducts;
DOI:10.1021/jo990321x

Reference yield:

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

: 245756-17-6
(S)-5-Chloro-3-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-hex-5-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: BnEt₃NCl; 10N NaOH / H₂O / 20 °C

2.1: KOH / methanol; H₂O / 20 °C

3.1: toluene / 20 h / Heating

4.1: 48 percent / Alcalase / H₂O; acetone / 71 h / pH 7.2 - 8.1

5.1: 92 percent / DIEA; HOBt; DCC / tetrahydrofuran / 20 °C

6.1: TFA / 0 - 20 °C

6.2: 2.5N NaOH / methanol / pH 11 - 12

6.3: conc. HCl / H₂O / 1 h / 20 °C / pH 1

With potassium hydroxide; sodium hydroxide; Alcalase; N-benzyl-N,N,N-triethylammonium chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; water; acetone; toluene; 1.1: Alkylation / 2.1: Hydrolysis / 3.1: Decarboxylation / 4.1: Hydrolysis / 5.1: Acylation / 6.1: Hydrolysis / 6.2: Hydrolysis / 6.3: Hydrolysis;
DOI:10.1021/jo990321x