(1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite

Base Information

• Chemical Name: (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite
• CAS No.: 1379650-99-3
• Molecular Formula: C₄₄H₅₁F₃N₃O₆P
• Molecular Weight: 805.874
• Mol file: 1379650-99-3.mol

Synonyms:

Chemical Property of (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite

There total 5 articles about (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite 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:

(3S,4R)-3-(benzyloxy)-4-(benzyloxymethyl)cyclopentanone (1020110-10-4) → (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite (1379650-99-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: acetic acid / tetrahydrofuran / 2 h / 20 °C

2.1: sodium cyanoborohydride / tetrahydrofuran / 16 h

3.1: triethylamine / dichloromethane / 2 h / 0 °C

4.1: boron trichloride / dichloromethane / 6 h / -78 °C

4.2: 16 h / -20 - 20 °C

5.1: pyridine / 4 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 °C

With pyridine; boron trichloride; sodium cyanoborohydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0031-1289737

Reference yield:

C26H27NO2 → (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite (1379650-99-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium cyanoborohydride / tetrahydrofuran / 16 h

2.1: triethylamine / dichloromethane / 2 h / 0 °C

3.1: boron trichloride / dichloromethane / 6 h / -78 °C

3.2: 16 h / -20 - 20 °C

4.1: pyridine / 4 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 °C

With pyridine; boron trichloride; sodium cyanoborohydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0031-1289737

Reference yield:

N-{(3S,4R)-3-(benzyloxy)-4-[(benzyloxy)methyl]cyclopentyl}aniline → (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite (1379650-99-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 2 h / 0 °C

2.1: boron trichloride / dichloromethane / 6 h / -78 °C

2.2: 16 h / -20 - 20 °C

3.1: pyridine / 4 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 °C

With pyridine; boron trichloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0031-1289737

upstream raw materials:

(3S,4R)-3-(benzyloxy)-4-(benzyloxymethyl)cyclopentanone

aniline