tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate

Base Information

Chemical Name:tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate
CAS No.:1186125-43-8
Molecular Formula:C₂₇H₃₂ClN₃O₈S
Molecular Weight:594.085
Hs Code.:

Synonyms:tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate

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Chemical Property of tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate

Chemical Property:

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Technology Process of tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate

There total 6 articles about tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate 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:

: 27784-76-5
tert-butyl diethylphosphonoacetate

: C₂₁H₂₂ClN₃O₇S

: 1186125-43-8
tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate

Guidance literature:: tert-butyl diethylphosphonoacetate; With N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; at 0 ℃; for 1h; Inert atmosphere;

C₂₁H₂₂ClN₃O₇S; In acetonitrile; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1039/b907983a

Reference yield:

: 1186125-41-6
(3S,4S)-8-[N-(2-chlorobenzyloxycarbonyl)amino]-4-[N-(2-nitrophenylsulfonyl)amino]oct-1-ene-3-ol

: 1186125-43-8
tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere

2.1: ozone / ethyl acetate / -78 °C

2.2: 0.08 h / -78 °C

3.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 1 h / 0 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; In tetrahydrofuran; ethyl acetate; toluene; acetonitrile; 1.1: Mitsunobu reaction;
DOI:10.1039/b907983a

Reference yield:

: C₁₆H₂₃ClN₂O₃

: 1186125-43-8
tert-butyl (4R,5S,2E)-9-[N-(2-chlorobenzyloxycarbonyl)amino]-4,5-[N-(2-nitrophenylsulfonyl)epimino]non-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,4,6-trimethyl-pyridine / chloroform / 1.5 h / 0 - 20 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere

3.1: ozone / ethyl acetate / -78 °C

3.2: 0.08 h / -78 °C

4.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 1 h / 0 °C / Inert atmosphere

4.2: 3 h / 0 - 20 °C / Inert atmosphere

With 2,4,6-trimethyl-pyridine; di-isopropyl azodicarboxylate; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; In tetrahydrofuran; chloroform; ethyl acetate; toluene; acetonitrile; 2.1: Mitsunobu reaction;
DOI:10.1039/b907983a