tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate

Base Information

• Chemical Name: tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate
• CAS No.: 767288-26-6
• Molecular Formula: C₂₁H₃₂BrNO₄S
• Molecular Weight: 474.459

Synonyms:tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate

Chemical Property of tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate

There total 6 articles about tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate 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:

tert-butyl (S)-6-aza-8-hydroxy-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate → tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate (767288-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 1 h / 0 - 25 °C

2: 87 mg / lithium bromide / tetrahydrofuran / 48 h / Heating

With triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo060495w

Reference yield:

(E)-5-[((S)-1-Methanesulfonyloxymethyl-2-methyl-propyl)-(toluene-4-sulfonyl)-amino]-pent-2-enoic acid tert-butyl ester → tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate (767288-26-6)

Guidance literature:

With lithium bromide; In tetrahydrofuran; Heating;

DOI:10.1039/b409714a

Reference yield:

(E)-5-[((S)-1-Methanesulfonyloxymethyl-2-methyl-propyl)-(toluene-4-sulfonyl)-amino]-pent-2-enoic acid tert-butyl ester → tert-butyl (S)-(E)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate (767288-26-6) + tert-butyl (7S)-(2Z)-6-aza-8-bromo-7-isopropyl-6-(p-toluenesulfonyl)oct-2-enoate (903516-61-0)

Guidance literature:

With lithium bromide; In tetrahydrofuran; for 48h; Heating;

DOI:10.1021/jo060495w

upstream raw materials:

(5S)-4-aza-1-hydroxy-5-isopropyl-7-oxa-4-(p-toluenesulfonyl)cycloheptane

N-(3,3-dimethoxy-propyl)-N-(1-hydroxymethyl-2-methyl-propyl)-4-methyl-benzenesulfonamide

(S)-N-(1-hydroxy-3-methylbutan-2-yl)-4-methylbenzenesulfonamide

Downstream raw materials:

(2R,4R)-4-(tert-butoxycarbonylmethyl)-2-isopropyl-1-(p-toluenesulfonyl)-piperidine

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