(Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester

Base Information

Chemical Name:(Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester
CAS No.:1026489-89-3
Molecular Formula:C₂₂H₃₃NO₄S
Molecular Weight:407.574
Hs Code.:

Synonyms:(Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester

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Chemical Property of (Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester

Chemical Property:

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Technology Process of (Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester

There total 10 articles about (Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl 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:

: 100-39-0
benzyl bromide

: 1026149-20-1
(Z)-(R)-8-tert-Butoxycarbonylamino-9-mercapto-non-6-enoic acid methyl ester

: 1026489-89-3
(Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/jo00107a009

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1026489-89-3
(Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / aq. NaOH / dioxane / 0.5 h / 0 °C

3: diisobutylaluminum hydride / toluene

4: 78 percent / LDA / tetrahydrofuran; hexane / 1.) room temp., 30 min, 2.) room temp, 1 h

5: 95 percent / Na, NH₃(l) / 2 h

6: diethyl ether

7: NaH / tetrahydrofuran / 0 °C

With sodium hydroxide; ammonia; sodium; sodium hydride; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; toluene;
DOI:10.1021/jo00107a009

Reference yield:

: 158446-52-7
(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid

: 1026489-89-3
(Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

2: diisobutylaluminum hydride / toluene

3: 78 percent / LDA / tetrahydrofuran; hexane / 1.) room temp., 30 min, 2.) room temp, 1 h

4: 95 percent / Na, NH₃(l) / 2 h

5: diethyl ether

6: NaH / tetrahydrofuran / 0 °C

With ammonia; sodium; sodium hydride; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; toluene;
DOI:10.1021/jo00107a009