5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic acid

Base Information

Chemical Name:5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic acid
CAS No.:420843-35-2
Molecular Formula:C₃₃H₄₈Cl₂N₂O₁₁S
Molecular Weight:751.723
Hs Code.:

5-(4-<i>tert</i>-butoxycarbonyl-4-<i>tert</i>-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic acid

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Chemical Property of 5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic acid

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Technology Process of 5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic acid

There total 6 articles about 5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic 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:

: 7620-28-2
D-2-aminoadipic acid

: 420843-35-2
5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: TMSCl / 24 h / 20 °C

1.2: 83 percent / pyridine / ethanol / 6 h / 4 °C

2.1: 85 percent / DiPEA / dimethylformamide

3.1: ethyl chloroformate; NMM / tetrahydrofuran / 0.25 h / 0 °C

3.2: 84 percent / NaBH₄ / methanol / 0.5 h / 20 °C

4.1: 89 percent / Ph₃P; DIAD / tetrahydrofuran / 17 h / 0 - 20 °C

5.1: aq. NaOH / dioxane; methanol / 3 h / 20 °C

6.1: ethanol / 4 h

With 4-methyl-morpholine; sodium hydroxide; chloro-trimethyl-silane; di-isopropyl azodicarboxylate; chloroformic acid ethyl ester; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide; 4.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(01)00269-3

Reference yield:

: 98553-20-9
D-2-aminoadipic acid ethyl ester

: 420843-35-2
5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 85 percent / DiPEA / dimethylformamide

2.1: ethyl chloroformate; NMM / tetrahydrofuran / 0.25 h / 0 °C

2.2: 84 percent / NaBH₄ / methanol / 0.5 h / 20 °C

3.1: 89 percent / Ph₃P; DIAD / tetrahydrofuran / 17 h / 0 - 20 °C

4.1: aq. NaOH / dioxane; methanol / 3 h / 20 °C

5.1: ethanol / 4 h

With 4-methyl-morpholine; sodium hydroxide; di-isopropyl azodicarboxylate; chloroformic acid ethyl ester; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide; 3.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(01)00269-3

Reference yield:

: 420843-28-3
5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-hydroxy-hexanoic acid ethyl ester

: 420843-35-2
5-(4-tert-butoxycarbonyl-4-tert-butoxycarbonylamino-butyrylamino)-6-[2-(4-carboxymethoxy-2,3-dichloro-benzoyl)-butylsulfanyl]-hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / Ph₃P; DIAD / tetrahydrofuran / 17 h / 0 - 20 °C

2: aq. NaOH / dioxane; methanol / 3 h / 20 °C

3: ethanol / 4 h

With sodium hydroxide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; 1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(01)00269-3