2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester

Base Information

Chemical Name:2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester
CAS No.:152453-75-3
Molecular Formula:C₃₆H₄₈O₇Si
Molecular Weight:620.858
Hs Code.:

2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester

Synonyms:2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester

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Chemical Property of 2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester

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Technology Process of 2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester

There total 8 articles about 2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester 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%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 152453-77-5
2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid

: 152453-75-3
2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester

Guidance literature:: In diethyl ether; at 0 ℃; for 0.25h;
DOI:10.1021/ja00136a025

Reference yield:

: 67320-20-1,83692-41-5,94292-91-8,64722-95-8
1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol

: 152453-75-3
2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) DMF, RT, 3 h, 2.) DMF, RT, 45 min

2: 77 percent / CaCO₃, HgCl₂ / acetonitrile; H₂O / 0.83 h / Ambient temperature

3: 1.) BF₃*Et₂O, 2.) a) 3 M aq. NaOH, b) 30percent aq. H₂O₂ / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) THF, hexane, a) from -78 deg C to RT

4: 84 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

5: 1.) Sudan III, oxygen-ozone, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, from -78 deg C to RT

6: aq. NaH₂PO₄, aq. NaClO₂ / acetonitrile; dimethylsulfoxide / 2 h / Ambient temperature

7: 87 percent / diethyl ether / 0.25 h / 0 °C

With 1H-imidazole; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; dimethylsulfide; oil scarlet; boron trifluoride diethyl etherate; dihydrogen peroxide; oxygen; sodium hydride; ozone; calcium carbonate; mercury dichloride; In diethyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00136a025

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 152453-75-3
2,4-dideoxy-3-O-<(1,1-dimethylethyl)diphenylsilyl>-5-O-<(4-methoxyphenyl)methyl>-2-methyl-6,7-O-(1-methylethylidene)-D-allo-heptaldonic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) DMF, RT, 3 h, 2.) DMF, RT, 45 min

2: 77 percent / CaCO₃, HgCl₂ / acetonitrile; H₂O / 0.83 h / Ambient temperature

3: 1.) BF₃*Et₂O, 2.) a) 3 M aq. NaOH, b) 30percent aq. H₂O₂ / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) THF, hexane, a) from -78 deg C to RT

4: 84 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

5: 1.) Sudan III, oxygen-ozone, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, from -78 deg C to RT

6: aq. NaH₂PO₄, aq. NaClO₂ / acetonitrile; dimethylsulfoxide / 2 h / Ambient temperature

7: 87 percent / diethyl ether / 0.25 h / 0 °C

With 1H-imidazole; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; dimethylsulfide; oil scarlet; boron trifluoride diethyl etherate; dihydrogen peroxide; oxygen; sodium hydride; ozone; calcium carbonate; mercury dichloride; In diethyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00136a025