(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane

Base Information

Chemical Name:(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane
CAS No.:241811-66-5
Molecular Formula:C10H20O6
Molecular Weight:236.26200
Hs Code.:
DSSTox Substance ID:DTXSID30442131
Nikkaji Number:J1.170.575H
Wikidata:Q82259236
Mol file:241811-66-5.mol

Synonyms:241811-66-5;(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane;[(2R,3R,5S,6S)-3-(hydroxymethyl)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl]methanol;DTXSID30442131;MFCD20265641;(2R,3R,5S,6S)-5,6-Dimethoxy-5,6-dimethyl-1,4-dioxane-2,3-dimethanol;B3696;D89032;1,4-Dioxane-2,3-dimethanol,5,6-dimethoxy-5,6-dimethyl-,(2R,3R,5S,6S)-;(2R)-5alpha,6beta-Dimethoxy-5,6-dimethyl-1,4-dioxane-2alpha,3beta-dimethanol;(2S,3S,5R,6R)-2,3-Dimethoxy-2,3-dimethyl-5,6-bis(hydroxymethyl)[1,4]dioxane;(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane, 98%;1,4-Dioxane-2,3-dimethanol, 5,6-dimethoxy-5,6-dimethyl-, (2R,3R,5S,6S)-

Suppliers and Price of (2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane
2.5mg
$ 45.00

TCI Chemical
(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane >98.0%(GC)
200mg
$ 112.00

Chem-Impex
(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane,98%(GC) 98%(GC)
200MG
$ 128.80

AK Scientific
(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane
200mg
$ 207.00

Total 7 raw suppliers

Chemical Property of (2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane

Chemical Property:

Melting Point:118.0 to 122.0 °C
Boiling Point:337.0±42.0 °C(Predicted)
PKA:13.94±0.10(Predicted)
PSA：77.38000
Density:1.19±0.1 g/cm3(Predicted)
LogP:-0.51980
XLogP3:-1.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:236.12598835
Heavy Atom Count:16
Complexity:211

Purity/Quality:

97% ^*data from raw suppliers

(2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(C(OC(C(O1)CO)CO)(C)OC)OC
Isomeric SMILES:C[C@]1([C@@](O[C@@H]([C@H](O1)CO)CO)(C)OC)OC

Technology Process of (2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane

There total 1 articles about (2S,3S,5R,6R)-5,6-Bis(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane 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: 100.0%

: 241811-65-4
(2S,3S,5S,6S)-5,6-dimethoxy-5,6-dimethyl[1,4]dioxane-2,3-dicarboxylic acid dimethyl ester

: 241811-66-5
(2R,3R,5S,6S)-(3-hydroxymethyl-5,6-dimethoxy-5,6-dimethyl[1,4]dioxan-2-yl)methanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

Reference yield: 91.0%

: 100-39-0
benzyl bromide

: 241811-66-5
(2R,3R,5S,6S)-(3-hydroxymethyl-5,6-dimethoxy-5,6-dimethyl[1,4]dioxan-2-yl)methanol

: (2R,3R,5S,6S)-2-(benzyloxymethyl)-3-(hydroxymethyl)-5,6-dimethoxy-5,6-dimethyl[1,4]dioxan

Guidance literature:: With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; at 50 ℃; for 15h;
DOI:10.1021/jo0518093

Reference yield:

: 241811-66-5
(2R,3R,5S,6S)-(3-hydroxymethyl-5,6-dimethoxy-5,6-dimethyl[1,4]dioxan-2-yl)methanol

: 856190-96-0
C₆₃H₁₀₉NO₁₅Si₂

Guidance literature:: Multi-step reaction with 16 steps

1.1: 86 percent / NaH / tetrahydrofuran / 15 h / 20 °C

2.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: 76 percent / ZnI₂ / CH₂Cl₂ / 42 h / -20 - 20 °C

4.1: iPr₂NEt / CH₂Cl₂ / 20 h / -5 °C

4.2: 89 percent / TBAF / tetrahydrofuran / 1.5 h / 0 °C

5.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

6.1: 87 percent / n-BuLi / hexane; tetrahydrofuran / 12 h / -78 - 20 °C

7.1: 89 percent / (1,3-Mes₂-2-imidazolidinylidene)Ru=CHPhCl₂(Cy₃P) / toluene / 1 h / Heating

8.1: 86 percent / H₂ / Pd/C / ethanol / 5 h

9.1: 82 percent / NaH; 2-(2,4,6-triisopropylbenzenesulfonyl)imidazole / tetrahydrofuran / 1.5 h / -5 - 0 °C

10.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

10.2: 86 percent / BF₃*OEt₂ / hexane; tetrahydrofuran / 1.5 h / -78 °C

11.1: 88 percent / lithium 4,4'-di-tert-butylbiphenyl / tetrahydrofuran / 1 h / -78 °C

12.1: 98 percent / DCC; DMAP / CH₂Cl₂ / 3 h / -5 - 0 °C

13.1: 70 percent / (+/-)-camphorsulfonic acid / CH₂Cl₂; methanol / 6 h / -20 - -10 °C

14.1: tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide / CH₂Cl₂ / 0.25 h

14.2: 85 percent / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1 h

15.1: piperidine / dimethylformamide / 0.08 h

16.1: 76 percent / CH₂Cl₂ / 3 h / 0 - 20 °C

With piperidine; dmap; n-butyllithium; tetrapropylammonium perruthennate; oxalyl dichloride; 2-(2,4,6-triisopropylbenzenesulfonyl)imidazole; camphor-10-sulfonic acid; hydrogen; sodium hydride; lithium 4,4′-di-tert-butylbiphenylide; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; zinc(II) iodide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: Swern oxidation / 5.1: Swern oxidation / 6.1: Wittig olefination;
DOI:10.1002/anie.200500174