benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate

Base Information

• Chemical Name: benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate
• CAS No.: 1138793-52-8
• Molecular Formula: C₂₃H₃₃NO₆
• Molecular Weight: 419.518

Synonyms:benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate

Chemical Property of benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate

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Technology Process of benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate

There total 1 articles about benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate 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: 100.0%

tert-butyl (S)-3-[(1R,3R)-3-acetyl-2,2-dimethylcyclobutyl]-4-(benzyloxy-carbonylamino)butanoate (1138793-51-7) → benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate (1138793-52-8)

Guidance literature:

With sodium hypobromide; water; In 1,4-dioxane; at 0 ℃; for 5h;

DOI:10.1016/j.tetasy.2008.12.019

Reference yield: 80.0%

benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate (1138793-52-8) → (3S)-tert-butyl 4-benzyloxycarbonylamino-3-((1R,3R)-3-hydroxymethyl-2,2-dimethylcyclobutyl)butanoate (1445990-23-7)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetasy.2013.05.007

Reference yield: 71.0%

benzyl (2S,1'R,3'R)-3-(tert-butoxycarbonyl)-2-(2',2'-dimethyl-3'-carboxycyclobutyl)propylcarbamate (1138793-52-8) + methyl iodide (74-88-4) → (1R,3R)-methyl 3-[(S)-1-(benzyloxycarbonylamino)-4-tertbutoxy-4-oxobutan-2-yl]-2,2-dimethylcyclobutanecarboxylate (1138793-54-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/j.tetasy.2008.12.019

upstream raw materials:

tert-butyl (S)-3-[(1R,3R)-3-acetyl-2,2-dimethylcyclobutyl]-4-(benzyloxy-carbonylamino)butanoate

Downstream raw materials:

(1R,3R)-methyl 3-[(S)-1-(benzyloxycarbonylamino)-4-tertbutoxy-4-oxobutan-2-yl]-2,2-dimethylcyclobutanecarboxylate

C₇₅H₁₀₂N₆O₁₅

(3S)-tert-butyl 4-(benzyloxycarbonylamino)-3-((1R,3R)-3-(hexylaminomethyl)-2,2-dimethylcyclobutyl)butanoate

(3S)-tert-butyl 4-(benzyloxycarbonylamino)-3-((1R,3R)-3-(hexadecylaminomethyl)-2,2-dimethylcyclobutyl)butanoate

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