(4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline

Base Information

Chemical Name:(4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline
CAS No.:132622-79-8
Molecular Formula:C₁₈H₂₆N₄O₆S
Molecular Weight:426.494
Hs Code.:

Synonyms:(4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline

Chemical Property:

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Technology Process of (4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline

There total 7 articles about (4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline 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:

: (2R,4S)-4-({Methylsulfanyl-[(E)-toluene-4-sulfonylimino]-methyl}-amino)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

: 132622-79-8
(4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline

Guidance literature:: With ammonia; silver nitrate; triethylamine; In acetonitrile; at 22 ℃; for 18h; Yield given;
DOI:10.1021/jo00009a016

Reference yield:

: 77450-00-1
(2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester

: 132622-79-8
(4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / pyridine / 22 °C

2: 93 percent / NaN₃ / dimethylformamide / 16 h / 55 °C

3: 51 percent / 1M NaOH / methanol / 22 °C

4: 97 percent / H₂ / 10percent Pd/C / H₂O; ethanol / 5171.5 Torr

5: 1.00 M NaOH / ethanol / 12 h / Heating

6: NH₃, AgNO₃, Et₃N / acetonitrile / 18 h / 22 °C

With pyridine; sodium hydroxide; sodium azide; ammonia; hydrogen; silver nitrate; triethylamine; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00009a016

Reference yield:

: 132622-77-6
(4S)-1-(tert-butoxycarbonyl)-4-azido-D-proline

: 132622-79-8
(4S)-1-(tert-butoxycarbonyl)-4-<<<(p-toluenesulfonyl)imino>aminomethyl>amino>-D-proline

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / H₂ / 10percent Pd/C / H₂O; ethanol / 5171.5 Torr

2: 1.00 M NaOH / ethanol / 12 h / Heating

3: NH₃, AgNO₃, Et₃N / acetonitrile / 18 h / 22 °C

With sodium hydroxide; ammonia; hydrogen; silver nitrate; triethylamine; palladium on activated charcoal; In ethanol; water; acetonitrile;
DOI:10.1021/jo00009a016