Hexanethioic acid, 2-amino-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-methyl-, S-(4-methylphenyl) ester, (2S,3S)-

Base Information

• Chemical Name: Hexanethioic acid, 2-amino-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-methyl-, S-(4-methylphenyl) ester, (2S,3S)-
• CAS No.: 370865-66-0
• Molecular Formula: C29H32N2O3S
• Molecular Weight: 488.651
• Mol file: 370865-66-0.mol

Synonyms:

Chemical Property of Hexanethioic acid, 2-amino-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-methyl-, S-(4-methylphenyl) ester, (2S,3S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Hexanethioic acid, 2-amino-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-methyl-, S-(4-methylphenyl) ester, (2S,3S)-

There total 4 articles about Hexanethioic acid, 2-amino-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-methyl-, S-(4-methylphenyl) ester, (2S,3S)- 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: 57.0%

[(S)-3-Methyl-1-((Z)-2-nitro-2-p-tolylsulfanyl-vinyl)-butyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (370865-60-4) → 2-(9H-fluoren-9-ylmethoxy)-4-isobutyl-4,5-dihydro-oxazole-5-carbothioic acid S-p-tolyl ester + 2-amino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methyl-hexanethioic acid S-p-tolyl ester (370865-66-0)

Guidance literature:

[(S)-3-Methyl-1-((Z)-2-nitro-2-p-tolylsulfanyl-vinyl)-butyl]-carbamic acid 9H-fluoren-9-ylmethyl ester; With lithium tert-butyl hydroperoxide; In hexane; toluene; at -78 ℃; for 2h;

With ammonium chloride; In hexane; toluene; at -78 - 20 ℃;

DOI:10.1055/s-2001-16047

Reference yield:

<(4-methylphenyl)thio>nitromethane (150640-22-5) → 2-amino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methyl-hexanethioic acid S-p-tolyl ester (370865-66-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tBuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0.25 h / 0 °C

1.2: tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

2.1: MeSO₂Cl; iPr₂NEt / CH₂Cl₂ / 5 h / -78 - 20 °C

3.1: tBuOOLi / toluene; hexane / 2 h / -78 °C

3.2: aq. NH₄Cl / toluene; hexane / -78 - 20 °C

3.3: 57 percent / aq. NH₃ / toluene; hexane; CH₂Cl₂ / 15 h / 0 °C

With potassium tert-butylate; lithium tert-butyl hydroperoxide; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; tert-butyl alcohol; 1.2: Henry reaction;

DOI:10.1055/s-2002-34851

Reference yield:

N-(fluorenylmethyloxycarbonyl)-L-leucinal (146803-42-1) → 2-amino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methyl-hexanethioic acid S-p-tolyl ester (370865-66-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tBuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0.25 h / 0 °C

1.2: tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

2.1: MeSO₂Cl; iPr₂NEt / CH₂Cl₂ / 5 h / -78 - 20 °C

3.1: tBuOOLi / toluene; hexane / 2 h / -78 °C

3.2: aq. NH₄Cl / toluene; hexane / -78 - 20 °C

3.3: 57 percent / aq. NH₃ / toluene; hexane; CH₂Cl₂ / 15 h / 0 °C

With potassium tert-butylate; lithium tert-butyl hydroperoxide; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; tert-butyl alcohol; 1.2: Henry reaction;

DOI:10.1055/s-2002-34851

upstream raw materials:

[(S)-3-Methyl-1-((Z)-2-nitro-2-p-tolylsulfanyl-vinyl)-butyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

<(4-methylphenyl)thio>nitromethane

N-(fluorenylmethyloxycarbonyl)-L-leucinal

Downstream raw materials:

2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methyl-hexanethioic acid S-p-tolyl ester