(3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate

Base Information

• Chemical Name: (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate
• CAS No.: 840493-01-8
• Molecular Formula: C₂₀H₂₆N₂O₅S
• Molecular Weight: 406.503

Synonyms:(3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate

Chemical Property of (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate

Chemical Property:

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Technology Process of (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate

There total 3 articles about (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate 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: 49.0%

(4R)-methyl 2-(2-benzyl-2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl)thiazolidine-4-carboxylate → (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate (840493-01-8) + (3R,6S,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate (1029682-41-4)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1016/j.tet.2008.02.070

Reference yield: 38.0%

2-benzyl-2-(tert-butoxycarbonylamino)-3-((4R)-4-(methoxycarbonyl)thiazolidin-2-yl)propanoic acid → (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate (840493-01-8) + (3R,6S,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate (1029682-41-4)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1016/j.tet.2008.02.070

Reference yield: 28.0%

2-benzyl-2-(tert-butoxycarbonylamino)-3-((4R)-4-(methoxycarbonyl)thiazolidin-2-yl)propanoic acid → (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate (840493-01-8) + (3R,6R,8R)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate (1029682-45-8) + (3R,6S,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate (1029682-41-4) + (3R,6S,8R)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate (1029682-43-6)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; Heating;

DOI:10.1016/j.tet.2008.02.070

Downstream raw materials:

C₁₉H₂₅N₃O₄S

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