N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide

Base Information

• Chemical Name: N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide
• CAS No.: 603132-69-0
• Molecular Formula: C₁₄H₂₁BrN₂O₄S
• Molecular Weight: 393.302
• Mol file: 603132-69-0.mol

Synonyms:N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide

Chemical Property of N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide

There total 1 articles about N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide 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: 65.0%

N1-BOC-N3-benzylsulfamide (147000-78-0) + 2-bromoethanol (540-51-2) → N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide (603132-69-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(03)00982-7

Reference yield: 80.0%

N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide (603132-69-0) → N2-BOC-N5-benzyl-1,2,5-thiadiazolidine 1,1-dioxide (263719-86-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetone; for 18h; Heating;

DOI:10.1016/S0040-4020(03)00982-7

Reference yield:

N-benzyl-N'-bromoethyl-N'-tert-butoxycarbonyl sulfamide (603132-69-0) → (5-benzyl-1,1-dioxo-1λ6-[1,2,5]thiadiazolidin-2-yl)-acetic acid tert-butyl ester (603132-93-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Bu₄NI; K₂CO₃ / acetone / 18 h / Heating

2: 90 percent / CF₃CO₂H / CH₂Cl₂ / 20 °C

3: 76 percent / DBU / tetrahydrofuran / 4 h / 20 °C

With tetra-(n-butyl)ammonium iodide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/S0040-4020(03)00982-7

upstream raw materials:

N¹-BOC-N³-benzylsulfamide

2-bromoethanol

Downstream raw materials:

N²-BOC-N⁵-benzyl-1,2,5-thiadiazolidine 1,1-dioxide

(5-benzyl-1,1-dioxo-1λ⁶-[1,2,5]thiadiazolidin-2-yl)-acetic acid tert-butyl ester