t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate

Base Information

• Chemical Name: t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate
• CAS No.: 125089-95-4
• Molecular Formula: C₃₇H₄₁NO₆
• Molecular Weight: 595.736
• Mol file: 125089-95-4.mol

Synonyms:t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate

Chemical Property of t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate

There total 5 articles about t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate 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: 32.0%

4-methoxy-benzaldehyde (123-11-5) + α-tert-butyl γ-methyl N-trityl-L-glutamate (118545-50-9) → t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate (125089-95-4)

Guidance literature:

With n-butyllithium; N-cyclohexylisopropylamine; In tetrahydrofuran; hexane;

DOI:10.1016/0040-4020(89)80144-9

Reference yield:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate (125089-95-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / HCl / 0.01 h

2: 60 percent / cc. H₂SO₄ / tetrahydrofuran / 18 h / Ambient temperature

3: 59 percent / Et₃N / CH₂Cl₂ / Ambient temperature

4: 32 percent / cyclohexylisopropylamine, BuLi / tetrahydrofuran; hexane

With hydrogenchloride; n-butyllithium; sulfuric acid; N-cyclohexylisopropylamine; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/0040-4020(89)80144-9

Reference yield:

γ-methyl L-glutamate hydrochloride (3077-51-8) → t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-hexanoate (125089-95-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / cc. H₂SO₄ / tetrahydrofuran / 18 h / Ambient temperature

2: 59 percent / Et₃N / CH₂Cl₂ / Ambient temperature

3: 32 percent / cyclohexylisopropylamine, BuLi / tetrahydrofuran; hexane

With n-butyllithium; sulfuric acid; N-cyclohexylisopropylamine; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/0040-4020(89)80144-9

upstream raw materials:

4-methoxy-benzaldehyde

α-tert-butyl γ-methyl N-trityl-L-glutamate

L-glutamic acid

γ-methyl L-glutamate hydrochloride

Downstream raw materials:

t-butyl 2-tritylamino-5-(4-methoxyphenyl)-(S)-4-(E)-pentenoate

t-butyl 2-tritylamino-5-(4-methoxyphenyl)-(S)-4-(Z)-pentenoate

t-butyl 2-tritylamino-4-carboxy-5-hydroxy-5-(4-methoxyphenyl)-(2S)-pentanoate

Refernces