(4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione

Base Information

• Chemical Name: (4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione
• CAS No.: 474558-70-8
• Molecular Formula: C₂₂H₃₁NO₅S
• Molecular Weight: 421.558
• Mol file: 474558-70-8.mol

Synonyms:(4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione

Chemical Property of (4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione

There total 1 articles about (4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione 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: 81.0%

thiophosgene (463-71-8) + (2S,3S)-3-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]oct-7-en-1,2-diol (263023-24-1) → (4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione (474558-70-8)

Guidance literature:

With dmap; In dichloromethane; at 0 ℃;

DOI:10.1021/jo025832p

Reference yield: 69.0%

(4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione (474558-70-8) → (3S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-(1-vinyl-hex-5-enyl)amine (474558-73-1)

Guidance literature:

With 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; at 45 ℃;

DOI:10.1021/jo025832p

Reference yield:

(4S,1'S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-4-(1'-aminohex-5'-enyl)[1,3]-dioxolane-2-thione (474558-70-8) → (1S)-N-(tert-butoxycarbonyl)-N-(p-methoxybenzyl)-cyclohex-2-enylamine

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / 45 °C

2: 95 percent / (bis(tricyclohexyl)phosphine)ruthenium(II) dichloride / CH₂Cl₂ / 20 °C

With 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; (bis(tricyclohexyl)phosphine)ruthenium(II) dichloride; In dichloromethane;

DOI:10.1021/jo025832p

upstream raw materials:

thiophosgene

(2S,3S)-3-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]oct-7-en-1,2-diol

Downstream raw materials:

(3S)-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)-(1-vinyl-hex-5-enyl)amine