(R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal

Base Information

Chemical Name:(R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal
CAS No.:77234-48-1
Molecular Formula:C₃₉H₅₄O₆Si
Molecular Weight:646.94
Hs Code.:

Synonyms:(R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal

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Chemical Property of (R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal

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Technology Process of (R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal

There total 11 articles about (R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal 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:

: 62853-46-7
5-deoxy-3-O-methyl-1,2-O-(methylethylidene)-α-D-xylo-hexo-furanose

: 77234-48-1
(R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal

Guidance literature:: Multi-step reaction with 11 steps

1: 88 percent / NaH / 1,2-dimethoxy-ethane / 60 °C

2: 92 percent / amberlite 1R-120, H₂O / 100 °C

3: 80 percent / toluene / 25 °C

4: camphorsulfonic acid / benzene / 25 °C

5: 1.) cuprous iodide / 1) -40 deg C, THF; 2) -40 deg C, 4 h

6: 90 percent / aq. HCl / ethane-1,2-diol / 25 °C

7: 98 percent / LAH / diethyl ether / 0 °C

8: 80 percent / imidazole / dimethylformamide / 25 °C

9: 98 percent / camphorsulfonic acid / acetone

10: 1.) borane, 2.) NaOH-H₂O₂ / 1) THF, 0 deg C

11: 95 percent / PCC / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; amberlite 1R-120; camphor-10-sulfonic acid; borane; water; dihydrogen peroxide; sodium hydride; pyridinium chlorochromate; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/ja00395a044

Reference yield:

: 100-39-0
benzyl bromide

: 77234-48-1
(R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal

Guidance literature:: Multi-step reaction with 11 steps

1: 88 percent / NaH / 1,2-dimethoxy-ethane / 60 °C

2: 92 percent / amberlite 1R-120, H₂O / 100 °C

3: 80 percent / toluene / 25 °C

4: camphorsulfonic acid / benzene / 25 °C

5: 1.) cuprous iodide / 1) -40 deg C, THF; 2) -40 deg C, 4 h

6: 90 percent / aq. HCl / ethane-1,2-diol / 25 °C

7: 98 percent / LAH / diethyl ether / 0 °C

8: 80 percent / imidazole / dimethylformamide / 25 °C

9: 98 percent / camphorsulfonic acid / acetone

10: 1.) borane, 2.) NaOH-H₂O₂ / 1) THF, 0 deg C

11: 95 percent / PCC / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; amberlite 1R-120; camphor-10-sulfonic acid; borane; water; dihydrogen peroxide; sodium hydride; pyridinium chlorochromate; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/ja00395a044

Reference yield:

: 77234-40-3
(-)-5-Deoxy-6-O-benzyl-1,2-di-O-isopropylidene-3-O-methyl-D-glucofuranose

: 77234-48-1
(R)-4-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-6-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hexanal

Guidance literature:: Multi-step reaction with 10 steps

1: 92 percent / amberlite 1R-120, H₂O / 100 °C

2: 80 percent / toluene / 25 °C

3: camphorsulfonic acid / benzene / 25 °C

4: 1.) cuprous iodide / 1) -40 deg C, THF; 2) -40 deg C, 4 h

5: 90 percent / aq. HCl / ethane-1,2-diol / 25 °C

6: 98 percent / LAH / diethyl ether / 0 °C

7: 80 percent / imidazole / dimethylformamide / 25 °C

8: 98 percent / camphorsulfonic acid / acetone

9: 1.) borane, 2.) NaOH-H₂O₂ / 1) THF, 0 deg C

10: 95 percent / PCC / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; amberlite 1R-120; camphor-10-sulfonic acid; borane; water; dihydrogen peroxide; pyridinium chlorochromate; In diethyl ether; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/ja00395a044