(3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol

Base Information

Chemical Name:(3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol
CAS No.:482626-39-1
Molecular Formula:C₃₄H₄₆O₇
Molecular Weight:566.735
Hs Code.:

Synonyms:(3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol

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Chemical Property of (3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol

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Technology Process of (3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol

There total 14 articles about (3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol 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:

: (3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-3-hydroxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonanal

: 482626-39-1
(3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃; for 0.5h;
DOI:10.1021/ja0279646

Reference yield:

: 482626-35-7
(2R,3S,4S,5S)-5-Benzyloxymethoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-heptane-1,3-diol

: 482626-39-1
(3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

2: 93 percent / NaHMDS / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

3: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 8 h / 20 °C

4: 96 percent / triethylamine; sulfur trioxide pyridine complex / dimethylsulfoxide; CH₂Cl₂ / 3 h / 20 °C

5: 99 percent / MgBr₂*Et₂O / CH₂Cl₂ / 3 h / 20 °C

6: osmium tetroxide; NMO / acetone; H₂O / 1.5 h / 20 °C

7: NaIO₄ / acetone; H₂O / 0.5 h / 20 °C

8: 3.24 g / NaBH₄ / ethanol / 0.5 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; triethylamine; magnesium bromide; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja0279646

Reference yield:

: 374752-81-5
(2S,3R,4R,5S)-3-Benzyloxy-5-benzyloxymethoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

: 482626-39-1
(3R,4R,5S,6R,7S)-5-Benzyloxy-7-benzyloxymethoxy-9-(4-methoxy-benzyloxy)-4,6-dimethyl-nonane-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / MgBr₂*Et₂O / CH₂Cl₂ / 3 h / 20 °C

2: osmium tetroxide; NMO / acetone; H₂O / 1.5 h / 20 °C

3: NaIO₄ / acetone; H₂O / 0.5 h / 20 °C

4: 3.24 g / NaBH₄ / ethanol / 0.5 h / 20 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; magnesium bromide; In ethanol; dichloromethane; water; acetone;
DOI:10.1021/ja0279646