(S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate

Base Information

• Chemical Name: (S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate
• CAS No.: 916843-43-1
• Molecular Formula: C₂₅H₂₈F₃NO₆S
• Molecular Weight: 527.562

Synonyms:(S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate

Chemical Property of (S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate

Chemical Property:

Purity/Quality:

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Technology Process of (S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate

There total 2 articles about (S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate 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%

(R)-1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-ol (884487-63-2) + prop-2-en-1-yl (4-methylbenzene-1-sulfonyl)carbamate (18303-03-2) → (S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate (916843-43-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In toluene; at 0 ℃; for 168h;

DOI:10.1021/jo061421n

Reference yield:

(S)-2-[(4-methoxybenzyloxy)methyl]oxirane (80910-01-6,108836-41-5,134733-19-0,144069-33-0) → (S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate (916843-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BF₃*OEt₂; n-BuLi / diethyl ether; hexane / 0.25 h / -100 °C

1.2: 82 percent / diethyl ether; hexane / -100 - 20 °C

2.1: 70 percent / DEAD; PPh₃ / toluene / 168 h / 0 °C

With n-butyllithium; boron trifluoride diethyl etherate; triphenylphosphine; diethylazodicarboxylate; In diethyl ether; hexane; toluene;

DOI:10.1021/jo061421n

Reference yield: 96.0%

(S)-allyl N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-N-(4-methylbenzenesulfonyl)carbamate (916843-43-1) → (S)-N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-4-methylbenzenesulfonamide (916843-46-4)

Guidance literature:

With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; at 20 ℃; for 1.5h;

DOI:10.1021/jo061421n

upstream raw materials:

(R)-1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-ol

prop-2-en-1-yl (4-methylbenzene-1-sulfonyl)carbamate

(S)-2-[(4-methoxybenzyloxy)methyl]oxirane

Downstream raw materials:

(S)-N-[1-(4-methoxybenzyloxy)-4-(trifluoromethyl)pent-4-en-2-yl]-4-methylbenzenesulfonamide

(S)-4-difluoromethylene-2-hydroxymethyl-1-(4-methylbenzenesulfonyl)pyrrolidine

(S)-4-difluoromethylene-2-[(4-methoxybenzyloxy)methyl]-1-(4-methylbenzenesulfonyl)pyrrolidine

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