4H-Cyclopenta-1,3-dioxol-4-ol, 3a,6a-dihydro-2,2-diMethyl-4-[(triphenylMethoxy)Methyl]-, (3aS,4R,6aS)-

Base Information

• Chemical Name: 4H-Cyclopenta-1,3-dioxol-4-ol, 3a,6a-dihydro-2,2-diMethyl-4-[(triphenylMethoxy)Methyl]-, (3aS,4R,6aS)-
• CAS No.: 865838-13-7
• Molecular Formula: C₂₈H₂₈O₄
• Molecular Weight: 428.528
• Mol file: 865838-13-7.mol

Synonyms:(3aS,4R,6aS)-2,2-dimethyl-4-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol

Chemical Property of 4H-Cyclopenta-1,3-dioxol-4-ol, 3a,6a-dihydro-2,2-diMethyl-4-[(triphenylMethoxy)Methyl]-, (3aS,4R,6aS)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

(3aS,4R,6aS)-2,2-Dimethyl-4-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4H-Cyclopenta-1,3-dioxol-4-ol, 3a,6a-dihydro-2,2-diMethyl-4-[(triphenylMethoxy)Methyl]-, (3aS,4R,6aS)-

There total 8 articles about 4H-Cyclopenta-1,3-dioxol-4-ol, 3a,6a-dihydro-2,2-diMethyl-4-[(triphenylMethoxy)Methyl]-, (3aS,4R,6aS)- 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: 94.0%

(1R)-(-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1-(triphenylmethyloxymethyl)-2-propen-1-ol (865838-12-6) → (3aS,4R,6aS)-2,2-dimethyl-4-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol (865838-13-7,681854-00-2)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃;

DOI:10.1021/jo0356762

Reference yield: 94.0%

C30H32O4 (902799-71-7) → (3aS,4R,6aS)-2,2-dimethyl-4-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol (865838-13-7,681854-00-2)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; at 20 ℃;

DOI:10.1081/NCN-200061832

Reference yield:

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose (54503-64-9,54503-65-0) → (3aS,4R,6aS)-2,2-dimethyl-4-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol (865838-13-7,681854-00-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / potassium t-butoxide / tetrahydrofuran / 20 °C

2: 90 percent / oxalyl chloride; triethylamine; DMSO / CH₂Cl₂ / -78 - 20 °C

3: 100 percent / tetrahydrofuran / -78 °C

4: 94 percent / Grubbs catalyst / CH₂Cl₂ / 20 °C

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; 1: Wittig reaction / 3: Grignard reaction;

DOI:10.1081/NCN-200061832

upstream raw materials:

(1R)-(-)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1-(triphenylmethyloxymethyl)-2-propen-1-ol

C₃₀H₃₂O₄

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

Methyltriphenylphosphonium bromide

Downstream raw materials:

tert-butyl(((3aR,4R,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane

tert-butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane

(3aS,4R,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

(3aS,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol