Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester
CAS No.:899442-18-3
Molecular Formula:C₂₁H₂₉NO₅S
Molecular Weight:407.531
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester

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Chemical Property of Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester

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Technology Process of Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester

There total 7 articles about Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl 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: 87.0%

: 899442-17-2
((Z)-(R)-1-Allyl-7-hydroxy-hept-2-enyl)-carbamic acid allyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 899442-18-3
Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol060848d

Reference yield:

: 899442-15-0
(R)-2-Allyloxycarbonylamino-pent-4-enoic acid

: 899442-18-3
Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-methyl-morpholine; isobutyl chloroformate / CH₂Cl₂ / 3 h / -30 °C

1.2: 70 percent / CH₂Cl₂ / 20 °C

2.1: 77 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C

3.1: KHMDS / tetrahydrofuran; toluene / 1.5 h / 0 °C

3.2: 55 percent / tetrahydrofuran; toluene / 2 h / -78 - 20 °C

4.1: 91 percent / PPTS / methanol / 3 h / 20 °C

5.1: 87 percent / triethylamine; DMAP / CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 3.2: Wittig reaction;
DOI:10.1021/ol060848d

Reference yield:

: 899442-12-7
((R)-1-Formyl-but-3-enyl)-carbamic acid allyl ester

: 899442-18-3
Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: KHMDS / tetrahydrofuran; toluene / 1.5 h / 0 °C

1.2: 55 percent / tetrahydrofuran; toluene / 2 h / -78 - 20 °C

2.1: 91 percent / PPTS / methanol / 3 h / 20 °C

3.1: 87 percent / triethylamine; DMAP / CH₂Cl₂ / 0 - 20 °C

With dmap; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.2: Wittig reaction;
DOI:10.1021/ol060848d