2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl ester

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Chemical Name:2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl ester
CAS No.:156774-21-9
Molecular Formula:C₂₆H₃₆N₄O₆S₂
Molecular Weight:564.727
Hs Code.:

Synonyms:2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl ester

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Chemical Property of 2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl ester

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Technology Process of 2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl ester

There total 3 articles about 2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl 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: 95.0%

: potassium salt of methyl thiosalicylate

: 156774-19-5
Toluene-4-sulfonic acid (S)-5-({amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentyl ester

: 156774-21-9
2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 15h;
DOI:10.1016/S0040-4039(00)76226-5

Reference yield:

: 129397-84-8
[(S)-4-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-1-hydroxymethyl-butyl]-carbamic acid tert-butyl ester

: 156774-21-9
2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / pyridine / CHCl₃ / 1 h / Ambient temperature

2: 95 percent / NaH / tetrahydrofuran / 15 h / 0 - 20 °C

With pyridine; sodium hydride; In tetrahydrofuran; chloroform;
DOI:10.1016/S0040-4039(00)76226-5

Reference yield:

: Boc(tosyl)arginine

: 156774-21-9
2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / BH₃*THF / tetrahydrofuran / 3 h / -70 - 10 °C

2: 78 percent / pyridine / CHCl₃ / 1 h / Ambient temperature

3: 95 percent / NaH / tetrahydrofuran / 15 h / 0 - 20 °C

With pyridine; borane-THF; sodium hydride; In tetrahydrofuran; chloroform;
DOI:10.1016/S0040-4039(00)76226-5