(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

Base Information

Chemical Name:(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine
CAS No.:174510-86-2
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:

Synonyms:(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

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Chemical Property of (4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

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Technology Process of (4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

There total 6 articles about (4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine 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:

: 219586-42-2
2-<2(S)-(tert-Butoxyformamido)-1-hydroxy-3-phenylpropyl>thiazole

: 174510-86-2
(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 20 percent / PPTS / toluene / 18 h / 100 °C / Heating

With pyridinium p-toluenesulfonate; In toluene;
DOI:10.1021/jo980980u

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 174510-86-2
(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium; iodine / tetrahydrofuran / 1 h / Inert atmosphere

1.2: 1.5 h / 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 5 h / 80 °C / Inert atmosphere

3.1: 4-methylmorpholine N-oxide; potassium osmate(VI) / acetone; water / 18 h / 20 °C / Inert atmosphere

4.1: sodium periodate / dichloromethane / 1 h / Inert atmosphere; Cooling with ice

With potassium osmate(VI); sodium periodate; iodine; toluene-4-sulfonic acid; magnesium; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone; toluene;
DOI:10.1002/cmdc.201300387

Reference yield:

: (3S,5S)-5-phenyl-5-(N-tertiobutyloxycarbonyl)-aminonopent-1-en-3-ol

: 174510-86-2
(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / toluene / 5 h / 80 °C / Inert atmosphere

2: 4-methylmorpholine N-oxide; potassium osmate(VI) / acetone; water / 18 h / 20 °C / Inert atmosphere

3: sodium periodate / dichloromethane / 1 h / Inert atmosphere; Cooling with ice

With potassium osmate(VI); sodium periodate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In dichloromethane; water; acetone; toluene;
DOI:10.1002/cmdc.201300387