2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine

Base Information

• Chemical Name: 2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine
• CAS No.: 934588-27-9
• Molecular Formula: C₂₃H₂₇NO₆S
• Molecular Weight: 445.536

Synonyms:2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine

Chemical Property of 2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine

Chemical Property:

Purity/Quality:

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MSDS Files:

Useful:

Technology Process of 2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine

There total 4 articles about 2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine 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: 80.0%

methanesulfonic acid 1-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(toluene-4-sulfonylamino)-ethyl ester (244126-17-8) → 2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine (934588-27-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 28 ℃; for 22h;

DOI:10.1021/jo0624389

Reference yield:

N-[2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-ethyl]-4-methyl-benzenesulfonamide (934588-41-7) → 2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine (934588-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 3 h / 0 °C

2: 80 percent / sodium hydride / tetrahydrofuran / 22 h / 0 - 28 °C

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo0624389

Reference yield:

toluene-4-sulfonamide (70-55-3) → 2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-(toluene-4-sulfonyl)-aziridine (934588-27-9)

Guidance literature:

Multi-step reaction with 3 steps

1: CaCO₃ / dimethylformamide / 4 h / 80 °C

2: triethylamine / CH₂Cl₂ / 3 h / 0 °C

3: 80 percent / sodium hydride / tetrahydrofuran / 22 h / 0 - 28 °C

With sodium hydride; triethylamine; calcium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo0624389

upstream raw materials:

methanesulfonic acid 1-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(toluene-4-sulfonylamino)-ethyl ester

N-[2-(6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-ethyl]-4-methyl-benzenesulfonamide

toluene-4-sulfonamide

5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose

Downstream raw materials:

C₃₀H₃₅NO₆S₃

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