(1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol

Base Information

Chemical Name:(1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol
CAS No.:144066-92-2
Molecular Formula:C₂₄H₃₀O₅
Molecular Weight:398.499
Hs Code.:

Synonyms:(1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol

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Chemical Property of (1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol

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Technology Process of (1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol

There total 4 articles about (1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol 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: 90.0%

: 144066-91-1
(1R,4R,5S,6R)-4-Benzyloxy-5-benzyloxymethyl-6-methyl-3-oxo-2-oxa-bicyclo[2.2.2]oct-7-ene-6-carboxylic acid ethyl ester

: 144066-92-2
(1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; for 1h; Heating;
DOI:10.1039/c39920001118

Reference yield:

: 496-64-0
3-hydroxy-2-pyrone

: 144066-92-2
(1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) PhB(OH)2, 2.) 2,2-dimethylpropane-1,3-diol / 1.) benzene, 90 deg C, 48 h, 2.) benzene, 25 deg C, 30 min

2: 80 percent / KH, n-Bu₄NI / tetrahydrofuran / 1.5 h / 0 - 25 °C

3: 90 percent / Red-Al / hexane; tetrahydrofuran / 1 h / Heating

With tetra-(n-butyl)ammonium iodide; potassium hydride; 2,2-Dimethyl-1,3-propanediol; sodium bis(2-methoxyethoxy)aluminium dihydride; phenylboronic acid; In tetrahydrofuran; hexane;
DOI:10.1039/c39920001118

Reference yield:

: 100-39-0
benzyl bromide

: 144066-92-2
(1R,4R,5S,6S)-4-Benzyloxy-5-benzyloxymethyl-4,6-bis-hydroxymethyl-6-methyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / KH, n-Bu₄NI / tetrahydrofuran / 1.5 h / 0 - 25 °C

2: 90 percent / Red-Al / hexane; tetrahydrofuran / 1 h / Heating

With tetra-(n-butyl)ammonium iodide; potassium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane;
DOI:10.1039/c39920001118