tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate

Base Information

Chemical Name:tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate
CAS No.:1403891-06-4
Molecular Formula:C₂₄H₃₅NO₅S
Molecular Weight:449.612
Hs Code.:

Synonyms:tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate

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Technology Process of tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate

There total 8 articles about tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate 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: 58.0%

: 598-32-3
2-hydroxy-3-butene

: 1403891-00-8
tert-butyl N-tosyl[(5E,7E)-8-iodoocta-5,7-dien-1-yl]carbamate

: 1403891-06-4
tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate

Guidance literature:: With silver(I) acetate; palladium diacetate; In N,N-dimethyl-formamide; at 45 ℃; for 17h; stereoselective reaction;
DOI:10.1021/ol302719e

Reference yield:

: 1403890-95-8
(5E,7E)-8-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)octa-5,7-dien-1-ol

: 1403891-06-4
tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 17 h / 0 - 20 °C

2.1: sodium methylate / tetrahydrofuran; methanol / 0.5 h / -78 °C

2.2: 1 h / -78 °C

3.1: silver(I) acetate; palladium diacetate / N,N-dimethyl-formamide / 17 h / 45 °C

With di-isopropyl azodicarboxylate; sodium methylate; silver(I) acetate; palladium diacetate; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3.1: |Heck Reaction;
DOI:10.1021/ol302719e

Reference yield:

: 1403890-96-9
tert-butyl N-tosyl[(5E,7E)-8-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)octa-5,7-dien-1-yl]carbamate

: 1403891-06-4
tert-butyl N-[(5E,7E,9E)-11-hydroxydodeca-5,7,9-trien-1-yl]-N-tosylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium methylate / tetrahydrofuran; methanol / 0.5 h / -78 °C

1.2: 1 h / -78 °C

2.1: silver(I) acetate; palladium diacetate / N,N-dimethyl-formamide / 17 h / 45 °C

With sodium methylate; silver(I) acetate; palladium diacetate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2.1: |Heck Reaction;
DOI:10.1021/ol302719e