2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol

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Chemical Name:2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol
CAS No.:170456-85-6
Molecular Formula:C₁₈H₂₅N₃O₅S₂
Molecular Weight:427.546
Hs Code.:

Synonyms:2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol

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Chemical Property of 2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol

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Technology Process of 2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol

There total 6 articles about 2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol 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%

: 24424-99-5
di-tert-butyl dicarbonate

: 170456-91-4
2-Methylamino-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydro-pyrrolo[3,4-d]thiazol-3a-ol

: 170456-85-6
2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol

Guidance literature:: With triethylamine; In methanol; at 40 ℃; for 3h;
DOI:10.3987/COM-94-6916

Reference yield:

: 73696-28-3
1-[(4-methylphenyl)sulfonyl]pyrrolidin-3-one

: 170456-85-6
2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol

Guidance literature:: Multi-step reaction with 3 steps

1: Br₂, AcOH / 0.08 h / 46 - 50 °C

2: dimethylformamide / 10 h / 50 °C

3: 65 percent / Et₃N / methanol / 3 h / 40 °C

With bromine; acetic acid; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.3987/COM-94-6916

Reference yield:

: 70-55-3
toluene-4-sulfonamide

: 170456-85-6
2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 80.5 percent / NaH / dimethylformamide / 1 h / Ambient temperature

2: 75 percent / NBS, H₂O / dimethylsulfoxide

3: 81 percent / (n-Bu)3SnH / tetrahydrofuran / 5 h / Heating

4: 77 percent / PCC / CH₂Cl₂ / Ambient temperature

5: Br₂, AcOH / 0.08 h / 46 - 50 °C

6: dimethylformamide / 10 h / 50 °C

7: 65 percent / Et₃N / methanol / 3 h / 40 °C

With N-Bromosuccinimide; water; bromine; tri-n-butyl-tin hydride; sodium hydride; acetic acid; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.3987/COM-94-6916