(-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

Base Information

Chemical Name:(-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate
CAS No.:685142-64-7
Molecular Formula:C₁₅H₂₀O₆
Molecular Weight:296.32
Hs Code.:

Synonyms:(-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

Suppliers and Price of (-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

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 (-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

There total 6 articles about (-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate 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:

: C₇H₁₂O₅

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 685142-64-7
(-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

: (-)-(2R,4R,5S)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 72h;
DOI:10.1021/jo8004233

Reference yield:

: 67-56-1
methanol

: 35781-73-8
(-)-(3aR,5R,6aR)-methyl 3a,5,6,6a-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carboxylate

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 685142-64-7
(-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

: (-)-(2R,4R,5S)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

Guidance literature:: methanol; (-)-(3aR,5R,6aR)-methyl 3a,5,6,6a-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carboxylate; With hydrogenchloride; for 1h; Heating;

O-(4-methoxybenzyl)-trichloroacetimidate; With comphorsulfonic acid; In dichloromethane; at 0 - 20 ℃; for 72h; Further stages.;
DOI:10.1016/j.tet.2003.07.012

Reference yield:

: 2946-01-2
(3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate

: 685142-64-7
(-)-(2R,4R,5R)-methyl 4-(4-methoxybenzyloxy)-5-methoxytetrahydrofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaIO₄ / tetrahydrofuran; H₂O

2.1: NaH₂PO₄; H₂O₂; sodium chlorite / acetonitrile; H₂O / 20 °C

2.2: diethyl ether

2.3: DMAP; Et₃N / CH₂Cl₂ / 20 °C

3.1: DBU / CH₂Cl₂ / 5 h / 20 °C

3.2: 29.4 g / H₂ / Pd/C / ethanol / 1 h / 2068.65 Torr

4.1: HCl / 1 h / Heating

4.2: 3.88 g / comphorsulfonic acid / CH₂Cl₂ / 72 h / 0 - 20 °C

With hydrogenchloride; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2003.07.012