1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

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Chemical Name:1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine
CAS No.:287195-02-2
Molecular Formula:C₂₀H₂₅N₃O₅
Molecular Weight:387.436
Hs Code.:

Synonyms:1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

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Chemical Property of 1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

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Technology Process of 1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

There total 6 articles about 1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine 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: 64.0%

: 91190-38-4,111058-38-9,1165677-00-8
N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone

: 20245-84-5
1-vinylthymine

: 287195-06-6
1-{(3R,5S)-2-benzyl-3-[(1S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

: 287195-02-2
1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

: 287195-03-3
1-{(3S,5S)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

Guidance literature:: In toluene; for 15h; Heating;
DOI:10.1016/S0957-4166(00)00094-X

Reference yield: 60.0%

: 320574-51-4
(3S)-5-acetoxy-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidine

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 287195-02-2
1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

: 287195-03-3
1-{(3S,5S)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 4h;
DOI:10.1016/S0957-4166(00)00094-X

Reference yield:

: 121614-07-1
Methyl (3S,4S)-3--4,5-(isopropylidenedioxy)-pentanoate

: 287195-02-2
1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine

Guidance literature:: Multi-step reaction with 5 steps

1: HF; pyridine / 0.5 h / 0 °C

2: NaOMe / methanol / 4 h / 20 °C

3: DIBAH / CH₂Cl₂ / 1 h / -80 °C

4: pyridine / 0.5 h / 0 °C

5: TMSOTf / CH₂Cl₂

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen fluoride; sodium methylate; diisobutylaluminium hydride; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)01674-9