[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

Base Information

Chemical Name:[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde
CAS No.:122821-89-0
Molecular Formula:C₃₂H₄₀O₅Si
Molecular Weight:532.752
Hs Code.:

Synonyms:[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

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Chemical Property of [(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

Chemical Property:

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Technology Process of [(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

There total 1 articles about [(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-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:

: 122821-85-6,122920-04-1
2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-teradeoxy-5-C-methyl-D-altro-non-8-enitol

: 122821-89-0
[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

Guidance literature:: With dimethylsulfide; ozone; triphenylphosphine; Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) 3 h;
DOI:10.1021/ja00199a031

Reference yield:

: 122821-89-0
[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

: 122844-53-5
[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 0.5 h / 0 °C

2: 88 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 1.) ozone, 2.) dimethylsulfide, triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) 3 h

4: benzene / 6 h / 25 °C

5: 92 percent / NaH / tetrahydrofuran / 5 h / 25 °C

6: DIBAL / CH₂Cl₂ / 0.25 h / -78 °C

With 1H-imidazole; dimethylsulfide; sodium hydride; diisobutylaluminium hydride; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00199a031

Reference yield:

: 122821-89-0
[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

: 122821-99-2
(E)-2,6:5,9-Dianhydro-4-O-benzyl-1,8-bis-3,7,10,11,12-pentadeoxy-5-C-methyl-D-erythro-L-altro-tridec-11-enitol

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / 0.5 h / 0 °C

2: 88 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 1.) ozone, 2.) dimethylsulfide, triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) 3 h

4: benzene / 6 h / 25 °C

5: 92 percent / NaH / tetrahydrofuran / 5 h / 25 °C

6: DIBAL / CH₂Cl₂ / 0.25 h / -78 °C

7: benzene / 6 h / 25 °C

8: 88 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; dimethylsulfide; sodium hydride; diisobutylaluminium hydride; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00199a031