(3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Base Information

Chemical Name:(3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol
CAS No.:170873-38-8
Molecular Formula:C₂₃H₃₃NO₁₁Se
Molecular Weight:578.475
Hs Code.:

(3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Synonyms:(3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Suppliers and Price of (3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

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 (3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

There total 17 articles about (3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 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: 14.0%

: 170873-34-4
10,11-Anhydro-5,7-dideoxy-1,2-O-isopropylidene-9-O-(methoxymethyl)-7-C-<<(2-nitrophenyl)seleno>methyl>-β-L-ido-L-ido-undecofuranose

: (3aR,6S,6aR)-5-[(2R,3S,4R,5S,6R)-4-Hydroxy-6-hydroxymethyl-5-methoxymethoxy-3-(2-nitro-phenylselanylmethyl)-tetrahydro-pyran-2-ylmethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

: 170873-38-8
(3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 ℃; for 18h; Yield given;
DOI:10.1021/jo00123a021

Reference yield:

: 170872-96-5
(+)-1,2-O-Isopropylidene-5-O-(phenoxythiocarbonyl)-α-D-glucurono-6,3-lactone

: 170873-38-8
(3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: Multi-step reaction with 12 steps

1: NaBH₃CN / 2 h / 0 °C

2: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

3: 78 percent / Bu₃SnH, AIBN / toluene / 2 h / 80 °C

4: 88 percent / DIBAH / CH₂Cl₂ / 0.5 h / -65 °C

5: n-BuLi, (Me₃Si)2NH / tetrahydrofuran; hexane / -65 °C

6: 84 percent / MeONa / tetrahydrofuran; methanol / 0.17 h / -20 °C

7: 66 percent / NaBH₄ / methanol / 0.17 h / 0 °C

8: 91 percent / pyridine / 18 h / 20 °C

9: 77 percent / DIBAH / toluene / 0.5 h / -65 °C

10: 76 percent / Bu₃P / tetrahydrofuran / 1 h / 50 °C

11: 78 percent / CsF / dimethylformamide / 24 h / 20 °C

12: 14 percent / camphorsulfonic acid / CH₂Cl₂ / 18 h / 0 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; 2,2'-azobis(isobutyronitrile); tributylphosphine; camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium methylate; diisobutylaluminium hydride; sodium cyanoborohydride; cesium fluoride; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00123a021

Reference yield:

: 170872-97-6
3-O-(tert-Butyldimethylsilyl)-5-deoxy-1,2-O-isopropylidene-α-D-xylo-hexodialdo-1,4-furanose

: 170873-38-8
(3aR,5R,6S,6aR)-5-[(2R,3S)-2-Hydroxy-3-((2R,3R,4S)-4-hydroxy-3-methoxymethoxy-tetrahydro-furan-2-yl)-4-(2-nitro-phenylselanyl)-butyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: Multi-step reaction with 8 steps

1: n-BuLi, (Me₃Si)2NH / tetrahydrofuran; hexane / -65 °C

2: 84 percent / MeONa / tetrahydrofuran; methanol / 0.17 h / -20 °C

3: 66 percent / NaBH₄ / methanol / 0.17 h / 0 °C

4: 91 percent / pyridine / 18 h / 20 °C

5: 77 percent / DIBAH / toluene / 0.5 h / -65 °C

6: 76 percent / Bu₃P / tetrahydrofuran / 1 h / 50 °C

7: 78 percent / CsF / dimethylformamide / 24 h / 20 °C

8: 14 percent / camphorsulfonic acid / CH₂Cl₂ / 18 h / 0 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; tributylphosphine; camphor-10-sulfonic acid; sodium methylate; diisobutylaluminium hydride; cesium fluoride; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00123a021