1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one

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Chemical Name:1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one
CAS No.:525575-17-1
Molecular Formula:C₃₁H₄₃N₄O₇P
Molecular Weight:614.679
Hs Code.:

Synonyms:1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one

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Chemical Property of 1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one

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Technology Process of 1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one

There total 5 articles about 1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one 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: 87.0%

: 525575-16-0
1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)-6-(1,1,2,2-tetramethyl-1-silapropoxy)hexan-1-one

: 525575-17-1
1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/S0040-4020(02)01421-7

Reference yield:

: 3-(3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)prop-2-enoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

: 525575-17-1
1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / CuBr*SMe₂ / tetrahydrofuran / 2.5 h / -78 °C

2.1: BH₃ / tetrahydrofuran / 1 h / 0 °C

2.2: 90 percent / NaBO₃*H₂O / tetrahydrofuran; H₂O / 3 h / 20 °C

3.1: 82 percent / imidazole / dimethylformamide / 20 °C

4.1: KHMDS / tetrahydrofuran; toluene / 0.67 h / -78 °C

4.2: 35 percent / trisyl azide / tetrahydrofuran / 0.03 h / -78 °C

5.1: 87 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; copper(I) bromide dimethylsulfide complex; borane; potassium hexamethylsilazane; pyridine hydrogenfluoride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1.1: Michael addition;
DOI:10.1016/S0040-4020(02)01421-7

Reference yield:

: 510773-80-5
(4S)-3-((3S)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hex-5-enoyl)-4-benzyl-1,3-oxazolidin-2-one

: 525575-17-1
1-((4S)-2-oxo-4-benzyl(1,3-oxazolidin-3-yl))-(2S,3R)-2-azido-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: BH₃ / tetrahydrofuran / 1 h / 0 °C

1.2: 90 percent / NaBO₃*H₂O / tetrahydrofuran; H₂O / 3 h / 20 °C

2.1: 82 percent / imidazole / dimethylformamide / 20 °C

3.1: KHMDS / tetrahydrofuran; toluene / 0.67 h / -78 °C

3.2: 35 percent / trisyl azide / tetrahydrofuran / 0.03 h / -78 °C

4.1: 87 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; borane; potassium hexamethylsilazane; pyridine hydrogenfluoride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(02)01421-7