2(R)-(2-Aminothiazol-4-ylmethyl)-N4-(cyclohexylmethyl)-N1-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-N4-[N-methyl-N-[2-(2-pyridyl)ethyl]carbamoylmethyl]succinamide

Base Information

• Chemical Name: 2(R)-(2-Aminothiazol-4-ylmethyl)-N4-(cyclohexylmethyl)-N1-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-N4-[N-methyl-N-[2-(2-pyridyl)ethyl]carbamoylmethyl]succinamide
• CAS No.: 160937-56-4
• Molecular Formula: C₃₉H₆₂N₆O₅S
• Molecular Weight: 727.024
• Mol file: 160937-56-4.mol

Synonyms:Butanediamide,2-[(2-amino-4-thiazolyl)methyl]-N4-(cyclohexylmethyl)-N1-[1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl]-N4-[2-[methyl[2-(2-pyridinyl)ethyl]amino]-2-oxoethyl]-,[1S-[1R*(S*),2S*,3R*]]-; BILA 2157BS

Chemical Property of 2(R)-(2-Aminothiazol-4-ylmethyl)-N4-(cyclohexylmethyl)-N1-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-N4-[N-methyl-N-[2-(2-pyridyl)ethyl]carbamoylmethyl]succinamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 938.9°Cat760mmHg
• Flash Point: 521.6°C
• PSA: 194.44000
• Density: 1.175g/cm³
• LogP: 5.77260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2(R)-(2-Aminothiazol-4-ylmethyl)-N4-(cyclohexylmethyl)-N1-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-N4-[N-methyl-N-[2-(2-pyridyl)ethyl]carbamoylmethyl]succinamide

There total 47 articles about 2(R)-(2-Aminothiazol-4-ylmethyl)-N4-(cyclohexylmethyl)-N1-[1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]-N4-[N-methyl-N-[2-(2-pyridyl)ethyl]carbamoylmethyl]succinamide 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: 70.0%

N4-(cyclohexylmethyl)-N1-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-N4-<2-amino>-2-oxoethyl>-2(R)-<<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>methyl>butanediamide (225378-79-0) → BILA 2157 BS (160937-56-4)

Guidance literature:

With hydrogenchloride; zinc; In 1,4-dioxane; water; at 10 ℃; for 0.75h;

DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

1,1-dimethylethyl N-(carboxymethyl)-N-(cyclohexylmethyl)carbamate (143935-49-3) → BILA 2157 BS (160937-56-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: Et₃N / tetrahydrofuran / 1 h / 5 - 10 °C

2.1: CH₂Cl₂ / 2.5 h / 15 °C

3.1: 4 N aq.HCl / dioxane / 3 h / 25 °C

4.1: 100 percent / tetrahydrofuran / 2.5 h / 25 °C

5.1: 77 percent / aq. LiOOH / tetrahydrofuran / 0.67 h / 0 °C

6.1: 59.9 percent / TBTU; i-Pr₂NEt / acetonitrile / 2 h / 15 - 25 °C

7.1: PPTS / CH₂Cl₂ / 15 h / 25 °C

8.1: aq. NBS / acetonitrile / 0.83 h / 25 °C

9.1: acetonitrile / 0.25 h / 25 °C

9.2: H₂O / 60 - 65 °C

With hydrogenchloride; N-Bromosuccinimide; lithium hydroperoxide; pyridinium p-toluenesulfonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile; 1.1: Condensation / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Substitution / 5.1: Ring cleavage / 6.1: Condensation / 7.1: Condensation / 8.1: Oxidation / 9.1: Cycloaddition / 9.2: Hydrolysis;

DOI:10.1139/v99-233

Reference yield:

2-<(cyclohexylmethyl)amino>-N-methyl-N-<2-(2-pyridinyl)ethyl>acetamide (192516-54-4) → BILA 2157 BS (160937-56-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / tetrahydrofuran / 2.5 h / 25 °C

2.1: 77 percent / aq. LiOOH / tetrahydrofuran / 0.67 h / 0 °C

3.1: 59.9 percent / TBTU; i-Pr₂NEt / acetonitrile / 2 h / 15 - 25 °C

4.1: PPTS / CH₂Cl₂ / 15 h / 25 °C

5.1: aq. NBS / acetonitrile / 0.83 h / 25 °C

6.1: acetonitrile / 0.25 h / 25 °C

6.2: H₂O / 60 - 65 °C

With N-Bromosuccinimide; lithium hydroperoxide; pyridinium p-toluenesulfonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1.1: Substitution / 2.1: Ring cleavage / 3.1: Condensation / 4.1: Condensation / 5.1: Oxidation / 6.1: Cycloaddition / 6.2: Hydrolysis;

DOI:10.1139/v99-233

upstream raw materials:

N⁴-(cyclohexylmethyl)-N¹-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-N⁴-<2-amino>-2-oxoethyl>-2(R)-<<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>methyl>butanediamide

thiourea

4-bromo-pent-4-enoic acid

4-bromo-4-pentenoic acid tert-butyl ester