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

Base Information

Chemical Name:(S)-5-Chloro-3-((Z)-(S)-1-cyclohexylmethyl-5-methyl-hex-2-enylcarbamoyl)-hex-5-enoic acid
CAS No.:245756-14-3
Molecular Formula:C₂₁H₃₄ClNO₃
Molecular Weight:383.959
Hs Code.:

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

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Chemical Property of (S)-5-Chloro-3-((Z)-(S)-1-cyclohexylmethyl-5-methyl-hex-2-enylcarbamoyl)-hex-5-enoic acid

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Technology Process of (S)-5-Chloro-3-((Z)-(S)-1-cyclohexylmethyl-5-methyl-hex-2-enylcarbamoyl)-hex-5-enoic acid

There total 6 articles about (S)-5-Chloro-3-((Z)-(S)-1-cyclohexylmethyl-5-methyl-hex-2-enylcarbamoyl)-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: 95.0%

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

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

Guidance literature:: With hydrogen bromide; In acetic acid; at 5 ℃;
DOI:10.1021/jo990321x

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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: 86 percent / TBTU; DIPEA / acetonitrile / 18 h / 20 °C

6: 95 percent / 30 percent HBr / acetic acid / 5 °C

With potassium hydroxide; sodium hydroxide; Alcalase; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In methanol; water; acetic acid; acetone; toluene; acetonitrile; 1: Alkylation / 2: Hydrolysis / 3: Decarboxylation / 4: Hydrolysis / 5: Acylation / 6: Hydrolysis;
DOI:10.1021/jo990321x

Reference yield:

: 192516-46-4
2-(2-chloro-allyl)-succinic acid 4-tert-butyl ester 1-methyl ester

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

Guidance literature:: Multi-step reaction with 3 steps

1: 48 percent / Alcalase / H₂O; acetone / 71 h / pH 7.2 - 8.1

2: 86 percent / TBTU; DIPEA / acetonitrile / 18 h / 20 °C

3: 95 percent / 30 percent HBr / acetic acid / 5 °C

With Alcalase; hydrogen bromide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In water; acetic acid; acetone; acetonitrile; 1: Hydrolysis / 2: Acylation / 3: Hydrolysis;
DOI:10.1021/jo990321x