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

Base Information

• Chemical Name: tert-Butyl N-{4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate
• CAS No.: 1612763-31-1
• Molecular Formula: C₂₅H₂₆N₂O₆S
• Molecular Weight: 482.557

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

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

Chemical Property:

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

There total 5 articles about tert-Butyl N-{4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)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: 81.0%

2,3-dihydro-1,2-benzisothiazole 1,1-dioxide (936-16-3) + tert-butyl N-[4-(chloromethyl)benzoyl]-N-(furan-2-ylmethyl)carbamate (1612763-21-9) → tert-Butyl N-{4-[(1,1-dioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate (1612763-31-1)

Guidance literature:

2,3-dihydro-1,2-benzisothiazole 1,1-dioxide; 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; mineral oil; at 0 - 70 ℃; for 17.08h;

DOI:10.1021/jm500409k

Reference yield:

saccharin (81-07-2) → tert-Butyl N-{4-[(1,1-dioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate (1612763-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran

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

2.2: 17.08 h / 0 - 70 °C

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm500409k

Reference yield:

furan-2-ylmethanamine (617-89-0) → tert-Butyl N-{4-[(1,1-dioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate (1612763-31-1)

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: 17.08 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:

2,3-dihydro-1,2-benzisothiazole 1,1-dioxide

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

saccharin

furan-2-ylmethanamine

Downstream raw materials:

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

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