ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

Base Information

Chemical Name:ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate
CAS No.:1427513-35-6
Molecular Formula:C₂₀H₂₆N₂O₅S
Molecular Weight:406.503
Hs Code.:

Synonyms:ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

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Chemical Property of ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

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Technology Process of ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

There total 6 articles about ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-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: 36.0%

: 1427513-25-4
ethyl 2-(3-(tert-butoxycarbonylamino)-3-phenylpropanoyl)thiazole-4-carboxylate

: 1427513-35-6
ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

: 1427513-38-9
C₂₀H₂₆N₂O₅S

Guidance literature:: With dimethyl sulfide borane; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c3ob27111k

Reference yield:

: 155396-71-7
tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate

: 1427513-35-6
ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

: 1427513-38-9
C₂₀H₂₆N₂O₅S

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / Inert atmosphere

1.2: 2.5 h / Inert atmosphere

2.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; dimethyl sulfide borane / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With dimethyl sulfide borane; sodium hydride; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; mineral oil;
DOI:10.1039/c3ob27111k

Reference yield:

: 2-acetyl-4-ethoxycarbonylthiazolidine

: 1427513-35-6
ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate

: 1427513-38-9
C₂₀H₂₆N₂O₅S

Guidance literature:: Multi-step reaction with 3 steps

1.1: manganese(IV) oxide / acetonitrile / 65 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / Inert atmosphere

2.2: 2.5 h / Inert atmosphere

3.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; dimethyl sulfide borane / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With manganese(IV) oxide; dimethyl sulfide borane; sodium hydride; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; acetonitrile; mineral oil;
DOI:10.1039/c3ob27111k