[(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde

Base Information

Chemical Name:[(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde
CAS No.:263011-61-6
Molecular Formula:C₂₂H₂₆O₄
Molecular Weight:354.446
Hs Code.:

Synonyms:[(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde

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Chemical Property of [(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde

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Technology Process of [(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde

There total 7 articles about [(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde 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:

: 2-{(4S,6S)-6-[(S)-2-(benzyloxy)-1-methylethyl]-2-phenyl-1,3-dioxan-4-yl}ethanol

: 263011-61-6
[(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;
DOI:10.1016/S0040-4039(99)02169-3

Reference yield:

: 81520-05-0
[(2R,3R)-3-((S)-2-Benzyloxy-1-methyl-ethyl)-oxiranyl]-methanol

: 263011-61-6
[(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2: diphenylselenide; sodium borohydride; acetic acid / ethanol / 1 h / 0 °C

3: NaH / tetrahydrofuran / 0 °C

4: 79 percent / t-BuOK / tetrahydrofuran / 0 °C

5: lithium aluminum hydride / diethyl ether / 0 °C

6: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; diphenylselenide; potassium tert-butylate; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1: Oxidation / 2: Reduction / 3: Alkylation / 4: Cyclization / 5: Reduction / 6: Oxidation;
DOI:10.1016/S0040-4039(99)02169-3

Reference yield:

: 81520-03-8
(2E,4R)-5-(benzyloxy)-4-methyl-2-penten-1-ol

: 263011-61-6
[(4R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / Ti(Oi-Pr)4; D-(-)-ethyl tartrate; TBHP / CH₂Cl₂ / -20 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

3: diphenylselenide; sodium borohydride; acetic acid / ethanol / 1 h / 0 °C

4: NaH / tetrahydrofuran / 0 °C

5: 79 percent / t-BuOK / tetrahydrofuran / 0 °C

6: lithium aluminum hydride / diethyl ether / 0 °C

7: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2S,3S)-tartrate; diphenylselenide; potassium tert-butylate; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1: Epoxidation / 2: Oxidation / 3: Reduction / 4: Alkylation / 5: Cyclization / 6: Reduction / 7: Oxidation;
DOI:10.1016/S0040-4039(99)02169-3