(4S,4aR,7aS)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester

Base Information

Chemical Name:(4S,4aR,7aS)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester
CAS No.:142288-16-2
Molecular Formula:C₂₄H₃₅NO₇
Molecular Weight:449.544
Hs Code.:

(4S,4aR,7aS)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester

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Chemical Property of (4S,4aR,7aS)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester

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Technology Process of (4S,4aR,7aS)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester

There total 10 articles about (4S,4aR,7aS)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester 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: 77.0%

: 142288-15-1
(2R,3S)-2-[(S)-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-3-hydroxy-pyrrolidine-1-carboxylic acid ethyl ester

: 77-76-9
2,2-dimethoxy-propane

: 142288-16-2
(4S,4aR,7aS)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester

Guidance literature:: With toluene-4-sulfonic acid;
DOI:10.1039/c39920000166

Reference yield:

: 3751-82-4
ethyl 1-ethoxycarbonyl-4-oxopyrrolidine-3-carboxylate

: 142288-16-2
(4S,4aS,7aR)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium diisopropylamine (LDA), dimethylpropylene urea (DMPU) / 1.) THF, from -78 deg C to -50 deg C

2: NaCl, H₂O / dimethylsulfoxide / 130 °C

3: NaBH₄ / methanol

4: p-MeC₆H₄SO₃H

With sodium tetrahydroborate; dimethylpropylene urea; water; toluene-4-sulfonic acid; sodium chloride; lithium diisopropyl amide; In methanol; dimethyl sulfoxide;
DOI:10.1039/c39920000166

Reference yield:

: 3751-82-4
ethyl 1-ethoxycarbonyl-4-oxopyrrolidine-3-carboxylate

: 142288-16-2
(4S,4aR,7aS)-4-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium diisopropylamine (LDA), dimethylpropylene urea (DMPU) / 1.) THF, from -78 deg C to -50 deg C

2: NaCl, H₂O / dimethylsulfoxide / 130 °C

3: 80 percent / NaBH₄ / methanol

4: 77 percent / p-MeC₆H₄SO₃H

With sodium tetrahydroborate; dimethylpropylene urea; water; toluene-4-sulfonic acid; sodium chloride; lithium diisopropyl amide; In methanol; dimethyl sulfoxide;
DOI:10.1039/c39920000166