(2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol

Base Information

Chemical Name:(2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol
CAS No.:236401-77-7
Molecular Formula:C₂₆H₃₈O₅
Molecular Weight:430.585
Hs Code.:

Synonyms:(2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol

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Chemical Property of (2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol

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Technology Process of (2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol

There total 7 articles about (2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol 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: 99.0%

: 236401-63-1
(2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

: 236401-77-7
(2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol

Guidance literature:: With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile; at -30 - -20 ℃; for 16.5h;
DOI:10.1021/ol990004c

Reference yield:

: 236401-75-5
(2S,4R,5R)-5-((4-methoxybenzyl)oxy)-4-methyl-3?oxohexan-2-yl benzoate

: 236401-77-7
(2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaBH₄ / methanol / 0.5 h / 20 °C

2.1: 8.02 g / K₂CO₃ / methanol / 4 h / 20 °C

3.1: 96 percent / NaIO₄ / methanol; H₂O / 1 h / 20 °C

4.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / -10 - 0 °C

4.2: diethyl ether / 19 h / -78 - -20 °C

4.3: 96 percent / aq. H₂O₂ / methanol; various solvent(s) / 2 h / 0 °C / pH 7

5.1: 99 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 16.5 h / -30 - -20 °C

With sodium tetrahydroborate; sodium periodate; dicyclohexylboron chloride; potassium carbonate; triethylamine; tetramethylammonium triacetoxyborohydride; In methanol; diethyl ether; water; acetic acid; acetonitrile;
DOI:10.1021/ol990004c

Reference yield:

: 236401-60-8
(2S,4R,5R)-5-hydroxy-4-methyl-3-oxohexan-2-yl benzoate

: 236401-77-7
(2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / triflic acid / diethyl ether / 4 h / 20 °C

2.1: NaBH₄ / methanol / 0.5 h / 20 °C

3.1: 8.02 g / K₂CO₃ / methanol / 4 h / 20 °C

4.1: 96 percent / NaIO₄ / methanol; H₂O / 1 h / 20 °C

5.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / -10 - 0 °C

5.2: diethyl ether / 19 h / -78 - -20 °C

5.3: 96 percent / aq. H₂O₂ / methanol; various solvent(s) / 2 h / 0 °C / pH 7

6.1: 99 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 16.5 h / -30 - -20 °C

With sodium tetrahydroborate; sodium periodate; trifluorormethanesulfonic acid; dicyclohexylboron chloride; potassium carbonate; triethylamine; tetramethylammonium triacetoxyborohydride; In methanol; diethyl ether; water; acetic acid; acetonitrile;
DOI:10.1021/ol990004c