2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: 2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester
• CAS No.: 934715-68-1
• Molecular Formula: C₄₆H₇₀N₆O₁₀
• Molecular Weight: 867.096

Synonyms:2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

Chemical Property of 2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

There total 10 articles about 2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic 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: 42.0%

(R)-2-[(R)-2-((R)-2-Amino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester (934715-67-0) + Boc-Leu-Lys(Z)-OH (37571-13-4) → 2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester (934715-68-1)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; HATU; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In acetonitrile; at 20 ℃;

DOI:10.1021/jo061830j

Reference yield:

(R)-2-((R)-2-Amino-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester (789428-88-2) → 2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester (934715-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / ethyldiisopropylamine; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium BF₄ / CH₂Cl₂ / 20 °C

2: 100 percent / trifluoroacetic acid; anisole / CH₂Cl₂

3: 42 percent / ethyldiisopropylamine; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium BF₄; 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆ / 3-(diethoxyphosphoryloxy)-3H-benzo[d][1,2,3]triazin-4-one / acetonitrile / 20 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; methoxybenzene; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In dichloromethane; acetonitrile;

DOI:10.1021/jo061830j

Reference yield:

Boc-D-Val-D-Leu-D-Phe-OMe (863781-35-5) → 2-(2-{2-[6-benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester (934715-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / trifluoroacetic acid; anisole / CH₂Cl₂

2: 42 percent / ethyldiisopropylamine; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium BF₄; 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆ / 3-(diethoxyphosphoryloxy)-3H-benzo[d][1,2,3]triazin-4-one / acetonitrile / 20 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; methoxybenzene; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In dichloromethane; acetonitrile;

DOI:10.1021/jo061830j

upstream raw materials:

(R)-2-[(R)-2-((R)-2-Amino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester

Boc-Leu-Lys(Z)-OH

(R)-2-((R)-2-Amino-4-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

Boc-D-Val-D-Leu-D-Phe-OMe

Downstream raw materials:

2-(2-{2-[2-(2-amino-4-methyl-pentanoylamino)-6-benzyloxycarbonylamino-hexanoylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid

[4-(11-benzyl-8,14-diisobutyl-5-isopropyl-3,6,9,12,15-pentaoxo-1,4,7,10,13pentaaza-cyclopentadec-2-yl)-butyl]-carbamic acid benzyl ester

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