(3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

Base Information

Chemical Name:(3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol
CAS No.:98039-08-8
Molecular Formula:C₁₅H₂₂O₄
Molecular Weight:266.337
Hs Code.:

Synonyms:(3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

Suppliers and Price of (3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

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

Total 0 raw suppliers

Chemical Property of (3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

There total 27 articles about (3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-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: 96.0%

: 98039-07-7
(3aR,5S,6R,6aR)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

: 98039-08-8
(2S,3R,4S,5S)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

Guidance literature:: With water; trifluoroacetic acid;
DOI:10.1039/P19850000019

Reference yield: 82.0%

: 84247-11-0
6-O-benzyl-3,5-dideoxy-1,2-O-isopropylidene-3,5-di-C-methyl-β-L-idofuranose

: 98039-08-8
(3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

Guidance literature:: With acetic acid; at 80 ℃; for 2.5h;
DOI:10.1016/0008-6215(82)84027-5

Reference yield:

: 73683-73-5
methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-glucopyranoside

: 98039-08-8
(3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

Guidance literature:: Multi-step reaction with 11 steps

1: 79 percent / DMAP / pyridine / 1.5 h / Ambient temperature

2: 67.3 g / NBS, BaCO₃ / CCl₄ / 23 h / 80 °C

3: LiAlH₄ / tetrahydrofuran / 2 h / 75 °C

4: 22.6 g / conc. H₂SO₄ / 1.5 h / Ambient temperature

5: 11.5 g / NaOH/MeOH / 3 h / Ambient temperature

6: 49 percent / anhydrous FeCl₃ / 5.5 h / Ambient temperature

7: 84 percent / Jones reagent / acetone / 1.5 h / Ambient temperature

8: 94 percent / 55percent NaH, Me₂SO / 1.5 h / Ambient temperature

9: 68 percent / 1.) Me₂S*BH₃; 2.) 3M NaOH, 30percent H₂O₂ / CH₂Cl₂; ethanol / 2.5 h / Ambient temperature

10: 89 percent / 55percent NaH / tetrahydrofuran / 48 h / Ambient temperature

11: 82 percent / 50percent aq. AcOH / 2.5 h / 80 °C

With methanol; dmap; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; jones reagent; dimethylsulfide borane complex; sulfuric acid; dihydrogen peroxide; iron(III) chloride; sodium hydride; acetic acid; dimethyl sulfoxide; barium carbonate; In tetrahydrofuran; pyridine; tetrachloromethane; ethanol; dichloromethane; acetone;
DOI:10.1016/0008-6215(82)84027-5