2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Base Information

• Chemical Name: 2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine
• CAS No.: 253602-56-1
• Molecular Formula: C₂₃H₂₃NO₄S
• Molecular Weight: 409.506

Synonyms:2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Chemical Property of 2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine

Chemical Property:

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Technology Process of 2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine

There total 3 articles about 2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine 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: 86.0%

(2R)-N-(2-Fluorophenyl)-N-(2-hydroxy-3-benzyloxypropyl)toluene-p-sulfonamide (253602-54-9) → 2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine (253602-56-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 1h; Heating;

DOI:10.1039/a906260b

Reference yield:

(R)-benzyl glycidol (14618-80-5) → 2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine (253602-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃; BuEt₃NCl / 2 h / 90 °C

2: 86 percent / t-BuOK / tetrahydrofuran / 1 h / Heating

With potassium tert-butylate; triethylbutylammonium chloride; potassium carbonate; In tetrahydrofuran; 1: Ring cleavage / 2: Cyclization;

DOI:10.1039/a906260b

Reference yield:

N-(2-fluorophenyl)-4-methylbenzenesulfonamide (7230-41-3) → 2-benzyloxymethyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine (253602-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃; BuEt₃NCl / 2 h / 90 °C

2: 86 percent / t-BuOK / tetrahydrofuran / 1 h / Heating

With potassium tert-butylate; triethylbutylammonium chloride; potassium carbonate; In tetrahydrofuran; 1: Ring cleavage / 2: Cyclization;

DOI:10.1039/a906260b

upstream raw materials:

(2R)-N-(2-Fluorophenyl)-N-(2-hydroxy-3-benzyloxypropyl)toluene-p-sulfonamide

(R)-benzyl glycidol

N-(2-fluorophenyl)-4-methylbenzenesulfonamide

Downstream raw materials:

2-benzyloxymethyl-3,4-dihydro-2H-benzo[1,4]oxazine

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