(2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol

Base Information

Chemical Name:(2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol
CAS No.:194934-56-0
Molecular Formula:C₂₂H₃₀O₅
Molecular Weight:374.477
Hs Code.:

Synonyms:(2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol

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Chemical Property of (2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol

Chemical Property:

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Technology Process of (2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol

There total 3 articles about (2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-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:

: 194934-55-9
(2R,4R,5R)-4-benzyloxy-5-hydroxy-1-(p-methoxybenzyloxy)-2-methyl-3-hexanone

: 194934-56-0
(2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol

: (2R,3R,4S,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol

Guidance literature:: With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile; at -30 ℃; for 23h; Yield given; upto 20 deg C;
DOI:10.1016/S0040-4039(97)01257-4

Reference yield:

: (R)-1-Benzyloxy-4-(4-methoxy-benzyloxy)-3-methyl-butan-2-one

: 194934-56-0
(2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N / diethyl ether / 2 h / 0 °C

2.1: diethyl ether / 16.5 h / -78 - -20 °C

2.2: 13.9 g / aq. H₂O₂ / methanol; various solvent(s) / 3 h / 0 °C / pH 7

3.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 61 h / -20 - 4 °C

With acetic acid; triethylamine; tetramethylammonium triacetoxyborohydride; In diethyl ether; acetonitrile;
DOI:10.1039/b504149j

Reference yield:

: 194934-54-8
C₃₂H₄₅BO₄

: 194934-56-0
(2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: diethyl ether / 16.5 h / -78 - -20 °C

1.2: 13.9 g / aq. H₂O₂ / methanol; various solvent(s) / 3 h / 0 °C / pH 7

2.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 61 h / -20 - 4 °C

With acetic acid; tetramethylammonium triacetoxyborohydride; In diethyl ether; acetonitrile;
DOI:10.1039/b504149j