1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione

Base Information

Chemical Name:1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione
CAS No.:73454-12-3
Molecular Formula:C₃₃H₃₀N₂O₃S₃
Molecular Weight:598.811
Hs Code.:

Synonyms:1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione

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Chemical Property of 1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione

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Technology Process of 1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione

There total 5 articles about 1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione 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: 49.0%

: 73454-11-2
1,4-Dimethyl-3-<<(tert-butyldiphenylsilyl)oxy>methylene>-6-benzyl-6-(trityltrithio)-2,5-piperazinedione

: 73454-12-3
1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; methanol; chloroform; for 6h;
DOI:10.1021/jo01301a017

Reference yield:

: 5076-82-4
sarcosine anhydride

: 73454-12-3
1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione

Guidance literature:: Multi-step reaction with 6 steps

1: 95.5 percent / NaOMe / tetrahydrofuran

2: 1) t-BuOK / 1) THF/EtOH, 15min, 0 deg C 2) DMF, 48h, r.t.

3: 1) LDA / 1) THF / -78 deg C / 5 min 2) -78 deg C / 20 min

4: 1) LDA 2) sulfur / 1) THF / -78 deg C / 30 sec 2) THF / -78 deg C / 20 min

5: 69 percent / NEt₃ / tetrahydrofuran / 0.25 h / -78 °C

6: 49 percent / HCl / tetrahydrofuran; CHCl₃; methanol / 6 h

With hydrogenchloride; potassium tert-butylate; sodium methylate; sulfur; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; chloroform;
DOI:10.1021/jo01301a017

Reference yield:

: 73454-05-4
1,4-Dimethyl-3-<<(tert-butyldiphenylsilyl)oxy>methylene>-2,5-piperazinedione

: 73454-12-3
1,4-Dimethyl-3-(hydroxymethylene)-6-benzyl-6-(trityltrithio)-2,5-piperazinedione

Guidance literature:: Multi-step reaction with 4 steps

1: 1) LDA / 1) THF / -78 deg C / 5 min 2) -78 deg C / 20 min

2: 1) LDA 2) sulfur / 1) THF / -78 deg C / 30 sec 2) THF / -78 deg C / 20 min

3: 69 percent / NEt₃ / tetrahydrofuran / 0.25 h / -78 °C

4: 49 percent / HCl / tetrahydrofuran; CHCl₃; methanol / 6 h

With hydrogenchloride; sulfur; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; chloroform;
DOI:10.1021/jo01301a017