trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate

Base Information

Chemical Name:trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate
CAS No.:1451454-20-8
Molecular Formula:C₃₁H₄₁N₃O₇S
Molecular Weight:599.748
Hs Code.:

Synonyms:trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate

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Chemical Property of trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate

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Technology Process of trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate

There total 7 articles about trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate 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:

: 56069-39-7
diethyl phenylsulfonylmethylphosphonate

: C₂₄H₃₅N₃O₆

: 1451454-20-8
trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate

Guidance literature:: diethyl phenylsulfonylmethylphosphonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

C₂₄H₃₅N₃O₆; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 16h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jm400294w

Reference yield:

: 108-98-5
thiophenol

: 1451454-20-8
trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 4 h / Reflux

2.1: dihydrogen peroxide; acetic acid / 0 - 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 16 h / 0 - 20 °C / Inert atmosphere

With dihydrogen peroxide; sodium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; acetone; mineral oil; 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm400294w

Reference yield:

: 38066-16-9
diethyl [(phenylthio)methyl]phosphonate

: 1451454-20-8
trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dihydrogen peroxide; acetic acid / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

With dihydrogen peroxide; sodium hydride; acetic acid; In tetrahydrofuran; mineral oil; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm400294w