(S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol

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Chemical Name:(S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol
CAS No.:570385-40-9
Molecular Formula:C₁₅H₂₀N₂O₈S
Molecular Weight:388.398
Hs Code.:

Synonyms:(S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol

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Chemical Property of (S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol

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Technology Process of (S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol

There total 6 articles about (S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol 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: 70.0%

: 570385-37-4
(3aS,4S,6aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole

: 570385-40-9
(S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol

Guidance literature:: With trifluoroacetic acid; In tetrahydrofuran; water;
DOI:10.1016/S0040-4039(03)00512-4

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 570385-40-9
(S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / Et₃N / CH₂Cl₂

2: 100 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran

3: 70 percent / TFA / tetrahydrofuran; H₂O

With triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; 2: Mitsunobu reaction;
DOI:10.1016/S0040-4039(03)00512-4

Reference yield:

: 7306-64-1,14440-56-3,23262-80-8,27108-15-2,49561-21-9,67642-42-6
2,3,5,6-di-O-isopropylidene-D-mannono-1,4-lactone

: 570385-40-9
(S)-1-[(3aS,4S,6aR)-2,2-Dimethyl-5-(2-nitro-benzenesulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / NH₃ / methanol

2: 76 percent / LiAlH₄ / tetrahydrofuran / Heating

3: 93 percent / Et₃N / CH₂Cl₂

4: 100 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran

5: 70 percent / TFA / tetrahydrofuran; H₂O

With lithium aluminium tetrahydride; ammonia; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; 4: Mitsunobu reaction;
DOI:10.1016/S0040-4039(03)00512-4