N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide

Base Information

Chemical Name:N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide
CAS No.:267668-24-6
Molecular Formula:C₁₅H₂₁NO₃S
Molecular Weight:295.403
Hs Code.:

Synonyms:N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide

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Chemical Property of N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide

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Technology Process of N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide

There total 3 articles about N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide 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: 70.0%

: 1070-19-5
N-(tert-butyloxycarbonyl) azide

: 121666-84-0
(E)-4-hydroxy-2-butenyl phenyl sulfide

: 267668-24-6
N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide

Guidance literature:: With iron(II) chloride; In dichloromethane; at 20 ℃;
DOI:10.1021/jo991569p

Reference yield:

: 52938-71-3
(E)-3-methoxycarbonylprop-2-enyl phenyl sulfide

: 267668-24-6
N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide

Guidance literature:: Multi-step reaction with 2 steps

1: 46 percent / Dibal-H / hexane; toluene / 0.5 h / -78 °C

2: 70 percent / FeCl₂ / CH₂Cl₂ / 20 °C

With diisobutylaluminium hydride; iron(II) chloride; In hexane; dichloromethane; toluene; 1: Reduction / 2: Rearrangement;
DOI:10.1021/jo991569p

Reference yield:

: 108-98-5
thiophenol

: 267668-24-6
N-tert-butyloxycarbonyl-N-(1-hydroxymethyl-2-propenyl)benzenesulfenamide

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Et₃N / diethyl ether / -10 °C / Heating

2: 46 percent / Dibal-H / hexane; toluene / 0.5 h / -78 °C

3: 70 percent / FeCl₂ / CH₂Cl₂ / 20 °C

With diisobutylaluminium hydride; triethylamine; iron(II) chloride; In diethyl ether; hexane; dichloromethane; toluene; 1: Substitution / 2: Reduction / 3: Rearrangement;
DOI:10.1021/jo991569p