(S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester

Base Information

Chemical Name:(S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester
CAS No.:156774-26-4
Molecular Formula:C₃₆H₅₁N₅O₉S₂
Molecular Weight:761.961
Hs Code.:

(S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester

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Chemical Property of (S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester

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Technology Process of (S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester

There total 4 articles about (S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-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:

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

: 156774-26-4
(S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 83 percent / LiOH / H₂O; methanol / 18 h / Ambient temperature

4: benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate, iPro₂NEt / tetrahydrofuran

With pyridine; lithium hydroxide; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; chloroform; water;
DOI:10.1016/S0040-4039(00)76226-5

Reference yield:

: Boc(tosyl)arginine

: 156774-26-4
(S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester

Guidance literature:: Multi-step reaction with 5 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

4: 83 percent / LiOH / H₂O; methanol / 18 h / Ambient temperature

5: benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate, iPro₂NEt / tetrahydrofuran

With pyridine; lithium hydroxide; borane-THF; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; chloroform; water;
DOI:10.1016/S0040-4039(00)76226-5

Reference yield:

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

: 156774-26-4
(S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-benzoylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / NaH / tetrahydrofuran / 15 h / 0 - 20 °C

2: 83 percent / LiOH / H₂O; methanol / 18 h / Ambient temperature

3: benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate, iPro₂NEt / tetrahydrofuran

With lithium hydroxide; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4039(00)76226-5