4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran

Base Information

Chemical Name:4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran
CAS No.:101697-56-7
Molecular Formula:C₂₅H₂₁NO₇S₂
Molecular Weight:511.576
Hs Code.:

Synonyms:4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran

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Chemical Property of 4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran

Chemical Property:

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Technology Process of 4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran

There total 4 articles about 4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran 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: 94.0%

: 1142-20-7
N-Cbz-Ala

: 101697-58-9
4-(methoxycarbonyldithio)-6-hydroxydibenzofuran

: 101697-56-7
4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; 1.) 0 deg C, 2 h, 2.) RT, 16 h;
DOI:10.1021/jo00360a032

Reference yield:

: 101697-54-5
4-mercapto-6-hydroxydibenzofuran

: 101697-56-7
4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / methanol / 2 h / Ambient temperature

2: 94 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) RT, 16 h

With dicyclohexyl-carbodiimide; In methanol; dichloromethane;
DOI:10.1021/jo00360a032

Reference yield:

: 132-64-9,214827-48-2
dibenzofuran

: 101697-56-7
4-(methoxycarbonyldithio)-6-(N-benzyloxycarbonyl-L-alaninyloxy)dibenzofuran

Guidance literature:: Multi-step reaction with 6 steps

2: 93 percent / K₂CO₃ / acetone / 11 h / Heating

3: 1.) n-BuLi, 2.) S / 1.) THF, hexane, -28 deg C, 3.5 h, 2.) THF, hexane, from -28 deg C to 0 deg C, 2.5 h

4: 77 percent / iodotrimethylsilane / CHCl₃ / 42 h / Heating

5: 70 percent / methanol / 2 h / Ambient temperature

6: 94 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) RT, 16 h

With n-butyllithium; trimethylsilyl iodide; potassium carbonate; dicyclohexyl-carbodiimide; In methanol; dichloromethane; chloroform; acetone;
DOI:10.1021/jo00360a032