(5Z,9E,14Z)-(8S,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic acid

Base Information

Chemical Name:(5Z,9E,14Z)-(8S,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic acid
CAS No.:127758-67-2
Molecular Formula:C₃₀H₄₉N₃O₁₀S
Molecular Weight:643.799
Hs Code.:

(5Z,9E,14Z)-(8S,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic acid

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Chemical Property of (5Z,9E,14Z)-(8S,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic acid

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Technology Process of (5Z,9E,14Z)-(8S,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic acid

There total 6 articles about (5Z,9E,14Z)-(8S,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic 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:

: (5Z,9E,14Z)-(8R,11R,12S)-8,12-Dihydroxy-11-{(R)-2-(methoxycarbonylmethyl-carbamoyl)-2-[(R)-4-methoxycarbonyl-4-(2,2,2-trifluoro-acetylamino)-butyrylamino]-ethylsulfanyl}-icosa-5,9,14-trienoic acid methyl ester

: 127060-76-8,127128-05-6,127708-68-3,127758-67-2,130606-48-3
(5Z,9E,14Z)-(8R,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic acid

Guidance literature:: With potassium carbonate; In methanol; water; at 23 ℃; for 24h;
DOI:10.1016/0040-4039(90)80085-Z

Reference yield:

: (5Z,9E,14Z)-(8S,11R,12S)-8,12-Dihydroxy-11-{(R)-2-(methoxycarbonylmethyl-carbamoyl)-2-[(R)-4-methoxycarbonyl-4-(2,2,2-trifluoro-acetylamino)-butyrylamino]-ethylsulfanyl}-icosa-5,9,14-trienoic acid methyl ester

: 127060-76-8,127128-05-6,127708-68-3,127758-67-2,130606-48-3
(5Z,9E,14Z)-(8S,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic acid

Guidance literature:: With potassium carbonate; In methanol; water; at 23 ℃; for 24h;
DOI:10.1016/0040-4039(90)80085-Z

Reference yield:

: 75290-61-8
N-Trifluoroacetylglutathione dimethyl ester

: 127060-76-8,127128-05-6,127708-68-3,127758-67-2,130606-48-3
(5Z,9E,14Z)-(8R,11R,12S)-11-[(R)-2-((R)-4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-8,12-dihydroxy-icosa-5,9,14-trienoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / methanol / 24 h / 80 °C

2: 0.15 M potasium carbonate / methanol; H₂O / 24 h / 23 °C

With potassium carbonate; triethylamine; In methanol; water;
DOI:10.1016/0040-4039(90)80085-Z