(S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-acetylamino}-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]-acetylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester
• CAS No.: 156774-25-3
• Molecular Formula: C₃₁H₄₉N₅O₉S₂
• Molecular Weight: 699.89
• Mol file: 156774-25-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

[(S)-4-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-1-hydroxymethyl-butyl]-carbamic acid tert-butyl ester (129397-84-8) → (S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-acetylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester (156774-25-3)

Guidance literature:

Multi-step reaction with 4 steps

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

2: 72 percent / NaH / tetrahydrofuran / 15 h / 0 - 20 °C

3: 95 percent / LiOH / H₂O; methanol / 1 h

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 → (S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-acetylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester (156774-25-3)

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

4: 95 percent / LiOH / H₂O; methanol / 1 h

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:

[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-acetic acid methyl ester (156774-20-8) → (S)-2-{2-[(S)-5-({Amino-[(Z)-toluene-4-sulfonylimino]-methyl}-amino)-2-tert-butoxycarbonylamino-pentylsulfanyl]-acetylamino}-succinic acid 4-cyclohexyl ester 1-methyl ester (156774-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / LiOH / H₂O; methanol / 1 h

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

With lithium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water;

DOI:10.1016/S0040-4039(00)76226-5

upstream raw materials:

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

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

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

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