tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]carbamate

Base Information

• Chemical Name: tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]carbamate
• CAS No.: 361341-93-7
• Molecular Formula: C₂₀H₃₁NO₂S
• Molecular Weight: 349.538
• Mol file: 361341-93-7.mol

Synonyms:tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]carbamate

Chemical Property of tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]carbamate

There total 3 articles about tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]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: 99.0%

isopropyl bromide (75-26-3) + (E,4S)-4-[benzyl(tert-butoxycarbonyl)amino]-2-pentenyl ethanethioate (361341-92-6) → tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]carbamate (361341-93-7)

Guidance literature:

(E,4S)-4-[benzyl(tert-butoxycarbonyl)amino]-2-pentenyl ethanethioate; With sodium ethanolate; In ethanol; at 20 ℃; for 1h;

isopropyl bromide; In ethanol; for 12h;

DOI:10.1016/S0040-4020(01)00465-3

Reference yield:

Methyl (4S,E)-4--2-pentenoate (139190-64-0) → tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]carbamate (361341-93-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 75 percent / DIBAL-H / tetrahydrofuran; toluene / 0.5 h / 0 °C

2.1: 71 percent / PPh₃; DEAD / tetrahydrofuran / 0 - 20 °C

3.1: NaOEt / ethanol / 1 h / 20 °C

3.2: 99 percent / ethanol / 12 h

With sodium ethanolate; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; toluene;

DOI:10.1016/S0040-4020(01)00465-3

Reference yield:

tert-butyl N-benzyl-N-[(1S,2E)-4-hydroxy-1-methyl-2-butenyl]carbamate (361341-91-5) → tert-butyl N-benzyl-N-[(1S,2E)-4-(isopropylsulfanyl)-1-methyl-2-butenyl]carbamate (361341-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 71 percent / PPh₃; DEAD / tetrahydrofuran / 0 - 20 °C

2.1: NaOEt / ethanol / 1 h / 20 °C

2.2: 99 percent / ethanol / 12 h

With sodium ethanolate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol;

DOI:10.1016/S0040-4020(01)00465-3

upstream raw materials:

isopropyl bromide

(E,4S)-4-[benzyl(tert-butoxycarbonyl)amino]-2-pentenyl ethanethioate

Methyl (4S,E)-4--2-pentenoate

tert-butyl N-benzyl-N-[(1S,2E)-4-hydroxy-1-methyl-2-butenyl]carbamate

Downstream raw materials:

(4S,5S)-3-benzyl-4-methyl-5-vinyl-1,3-oxazolan-2-one

isopropyl (3R)-3-((1S)-1-(benzyl(tert-butoxycarbonyl)amino)ethyl)-2,2-dichloropent-4-enethioate

isopropyl (3S)-3-((1S)-1-(benzyl(tert-butoxycarbonyl)amino)ethyl)-2,2-dichloropent-4-enethioate