benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate

Base Information

• Chemical Name: benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate
• CAS No.: 367924-60-5
• Molecular Formula: C₃₇H₅₀N₄O₅
• Molecular Weight: 630.828
• Mol file: 367924-60-5.mol

Synonyms:benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate

Chemical Property of benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate

There total 8 articles about benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate 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: 67.0%

N-[(benzyloxy)carbonyl]leucyl-α-aminoisobutyric acid (128422-11-7) + (S)-2-isopropyl-2,N-dimethyl-N-[(R)-1-(naphthalen-1-yl)ethyl]-2H-azirin-3-amine (367924-21-8) → benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate (367924-60-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 132h;

DOI:10.1002/1522-2675(20010613)84:6<1756::AID-HLCA1756>3.0.CO;2-J

Reference yield:

Z-Leu-OH (2018-66-8) → benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate (367924-60-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / diethyl ether / 2 h / 0 °C

2: 99 percent / HCl / H₂O; tetrahydrofuran / 14 h / 20 °C

3: 67 percent / CH₂Cl₂ / 132 h / 20 °C

With hydrogenchloride; In tetrahydrofuran; diethyl ether; dichloromethane; water;

DOI:10.1002/1522-2675(20010613)84:6<1756::AID-HLCA1756>3.0.CO;2-J

Reference yield:

(R)-1-(1-Naphthyl)ethylamine (3886-70-2) → benzyl {(S)-1-{{{-2-{{(S)-1,2-dimethyl-1-{{methyl[(R)-1-(naphthalen-1-yl)ethyl]amino}oxomethyl}propyl}amino}-1,1-dimethyl-2-oxoethyl}amino}oxomethyl}-3-methylbutyl}carbamate (367924-60-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / Et₃N / ethyl acetate / 0.33 h / 0 °C

2.1: 98 percent / NaH; LiClO₄ / tetrahydrofuran / 2.83 h / Heating

3.1: LDA; LiClO₄ / tetrahydrofuran / 0.58 h / -78 °C

3.2: 93 percent / tetrahydrofuran / 3.5 h / -78 - 20 °C

4.1: 75 percent / Lawesson reagent / toluene / 62 h / 110 °C

5.1: COCl₂ / toluene; CH₂Cl₂; dimethylformamide / 0.92 h / 0 - 20 °C

5.2: DABCO / tetrahydrofuran / 0.33 h / 0 °C

5.3: 787 mg / NaN₃ / tetrahydrofuran / 27 h / 20 °C

6.1: 67 percent / CH₂Cl₂ / 132 h / 20 °C

With Lawessons reagent; lithium perchlorate; sodium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1002/1522-2675(20010613)84:6<1756::AID-HLCA1756>3.0.CO;2-J

upstream raw materials:

N-[(benzyloxy)carbonyl]leucyl-α-aminoisobutyric acid

(S)-2-isopropyl-2,N-dimethyl-N-[(R)-1-(naphthalen-1-yl)ethyl]-2H-azirin-3-amine

Z-Leu-OH

(R)-1-(1-Naphthyl)ethylamine

Downstream raw materials:

benzyl [(S)-1-({[1,1-dimethyl-2-({(S)-1,2-dimethyl-1-[(methylamino)carbonyl]propyl}amino)-2-oxoethyl]amino}carbonyl)-3-methylbutyl]carbamate

(S)-2-({2-[((S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]-2-methyl-1-oxopropyl}amino)-2,3-dimethylbutanoic acid