(3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one

Base Information

• Chemical Name: (3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one
• CAS No.: 366462-72-8
• Molecular Formula: C₂₈H₂₆O₄
• Molecular Weight: 426.512

Synonyms:(3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one

Chemical Property of (3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one

Chemical Property:

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Technology Process of (3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one

There total 14 articles about (3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one 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: 42.0%

((3aS,6aR)-6-Hydroxy-2,2-dimethyl-6a-trityloxymethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-trimethyl-ammonium; iodide → (3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one (366462-72-8) + (3aS,6aS)-5-iodo-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one

Guidance literature:

((3aS,6aR)-6-Hydroxy-2,2-dimethyl-6a-trityloxymethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-trimethyl-ammonium; iodide; With sodium chloride;

With dipyridinium dichromate; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(01)01099-1

Reference yield:

(3aS,4R,6S,6aR)-6-hydroxy-N,N,N,2,2-pentamethyl-6a-[(trityloxy)methyl]tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-aminium hydroxide → (3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one (366462-72-8)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo050987t

Reference yield:

(3aS,4R,6S,6aR)-6-hydroxy-N,N,N,2,2-pentamethyl-6a-[(trityloxy)methyl]tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-aminium 4-methylbenzenesulfonate → (3aS,6aS)-2,2-dimethyl-3a-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one (366462-72-8)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo050987t

upstream raw materials:

C₂₉H₃₁NO₄

2,3-O-isopropylidene-L-erythrofuranose

(2S,3S)-2-hydroxymethyl-2,3-O-isopropylidene-L-erythrofuranose

2,3-O-isopropylidene-2-trityloxymethyl-L-erythrofuranose

Downstream raw materials:

(-)-pentenomycin

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