tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}carbamate

Base Information

• Chemical Name: tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}carbamate
• CAS No.: 1612771-24-0
• Molecular Formula: C₂₅H₂₄N₂O₇S
• Molecular Weight: 496.541

Synonyms:tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}carbamate

Chemical Property of tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}carbamate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}carbamate

There total 4 articles about tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}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: 62.0%

tert-butyl N-[4-(chloromethyl)benzoyl]-N-(furan-2-ylmethyl)carbamate (1612763-21-9) + saccharin (81-07-2) → tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]benzoyl}carbamate (1612771-24-0)

Guidance literature:

saccharin; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.25h;

tert-butyl N-[4-(chloromethyl)benzoyl]-N-(furan-2-ylmethyl)carbamate; In N,N-dimethyl-formamide; at 0 - 70 ℃; for 19.08h;

DOI:10.1021/jm500409k

Reference yield:

furan-2-ylmethanamine (617-89-0) → tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]benzoyl}carbamate (1612771-24-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24.5 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C

3.2: 19.08 h / 0 - 70 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm500409k

Reference yield:

p-(chloromethyl)benzoyl chloride (876-08-4) → tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]benzoyl}carbamate (1612771-24-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24.5 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C

3.2: 19.08 h / 0 - 70 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm500409k

upstream raw materials:

tert-butyl N-[4-(chloromethyl)benzoyl]-N-(furan-2-ylmethyl)carbamate

saccharin

furan-2-ylmethanamine

p-(chloromethyl)benzoyl chloride

Downstream raw materials:

N-(furan-2-ylmethyl)-4-[(1,1,3-trioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzamide

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