(2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran

Base Information Edit

Chemical Name:(2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran
CAS No.:128531-41-9
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:
Mol file:128531-41-9.mol

Synonyms:(2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran

Suppliers and Price of (2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran

Supply Marketing:Edit

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 (2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran Edit

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran

There total 31 articles about (2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran 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: 85.0%

: 1-[(2R,5S)-5-((R)-1-Benzyloxymethoxy-ethyl)-5-ethyl-tetrahydro-furan-2-yl]-2-(4-methoxy-phenyl)-ethane-1,2-diol

: 128531-41-9
(2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran

Guidance literature:: With sodium periodate; In methanol; Ambient temperature;
DOI:10.1016/S0040-4020(01)87184-2

Reference yield:

: 151254-98-7
(4S,5R)-4,5-Dihydroxy-4-ethylhexanoic acid 1,4-lactone

: 128531-41-9
(2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran

Guidance literature:: Multi-step reaction with 14 steps

1: 100 percent / LiAlH₄ / diethyl ether / 5 h / 0 °C

2: 100 percent / CSA / 3 h / Ambient temperature

3: 94 percent / pyridinium chlorochromate, NaOAc, 3A molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 1) NaH / 1) THF, 20 min, r.t., 2) THF, 2 h, r.t.

5: 100 percent / NaBH₄, CeCl₃ / methanol / 0.17 h / 0 °C

6: 95 percent / d-camphorsulfonic acid / CH₂Cl₂ / 0.33 h / Ambient temperature

7: 1) OsO₄, NMO, 2) Na₂S₂O₄, 3A molecular sieves / 1) acetone, H₂O, 6 h, r.t., 2) H₂O, 8 h, r.t.

8: 96 percent / NaIO₄ / methanol; H₂O / 1 h / 0 °C

9: 72.5 percent / KOH / methanol / 2 h / 40 °C

10: 100 percent / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

11: 93 percent / imidazole / CH₂Cl₂ / Ambient temperature

12: 86 percent / i-Pr₂NEt, 4-N,N-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

13: 97 percent / 1N HCl / tetrahydrofuran / 2 h / Ambient temperature

14: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 30 min, 2) 3 h

With 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium dithionite; N-methyl-2-indolinone; cerium(III) chloride; oxalyl dichloride; 3 A molecular sieve; camphor-10-sulfonic acid; sodium acetate; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; (1S)-10-camphorsulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4020(01)87184-2

Reference yield:

: 5-Deoxy-1,2-O-(1-methylethylidene)-3-C-vinyl-α-D-ribofuranose

: 128531-41-9
(2S,5R)-2-<(1R)-1-Benzyloxymethoxyethyl>-2-ethyl-5-formyltetrahydrofuran

Guidance literature:: Multi-step reaction with 20 steps

1: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 2 h

2: 1) NaH, 2) Et₂NH / 1) DMF, 7 h, r.t., 2) 5 h, r.t.

3: 99 percent / 4N HCl / tetrahydrofuran / 24 h / Ambient temperature

4: 97 percent / Pb(OAc)4 / benzene / 0.5 h / Ambient temperature

5: 77 percent / 1,2-dichloro-ethane / 24 h / 60 - 70 °C

6: 1) H₂, 2) K₂CO₃ / 1) 10percent Pd/C / 1) MeOH, 24 h, 2) 1 h

7: 100 percent / LiAlH₄ / diethyl ether / 5 h / 0 °C

8: 100 percent / CSA / 3 h / Ambient temperature

9: 94 percent / pyridinium chlorochromate, NaOAc, 3A molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

10: 1) NaH / 1) THF, 20 min, r.t., 2) THF, 2 h, r.t.

11: 100 percent / NaBH₄, CeCl₃ / methanol / 0.17 h / 0 °C

12: 95 percent / d-camphorsulfonic acid / CH₂Cl₂ / 0.33 h / Ambient temperature

13: 1) OsO₄, NMO, 2) Na₂S₂O₄, 3A molecular sieves / 1) acetone, H₂O, 6 h, r.t., 2) H₂O, 8 h, r.t.

14: 96 percent / NaIO₄ / methanol; H₂O / 1 h / 0 °C

15: 72.5 percent / KOH / methanol / 2 h / 40 °C

16: 100 percent / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

17: 93 percent / imidazole / CH₂Cl₂ / Ambient temperature

18: 86 percent / i-Pr₂NEt, 4-N,N-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

19: 97 percent / 1N HCl / tetrahydrofuran / 2 h / Ambient temperature

20: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 30 min, 2) 3 h

With 1H-imidazole; lead(IV) acetate; hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium dithionite; N-methyl-2-indolinone; cerium(III) chloride; oxalyl dichloride; 3 A molecular sieve; camphor-10-sulfonic acid; hydrogen; sodium acetate; sodium hydride; potassium carbonate; dimethyl sulfoxide; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; palladium on activated charcoal; (1S)-10-camphorsulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; benzene;
DOI:10.1016/S0040-4020(01)87184-2