(S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite

Base Information

• Chemical Name: (S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite
• CAS No.: 123861-70-1
• Molecular Formula: C₂₉H₃₈NO₂PS
• Molecular Weight: 495.666
• Mol file: 123861-70-1.mol

Synonyms:(S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite

Chemical Property of (S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite

There total 1 articles about (S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite 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: 87.0%

S-trityl-3-thiopropanol (24523-63-5) + N,N-diisopropylmethylphosphonamidic chloride (86030-43-5) → (S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite (123861-70-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 15h; -78 deg C -> room temperature;

DOI:10.1080/15257779508009756

Reference yield:

(S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite (123861-70-1) → 5'-O-(S-trityl-3-thiopropyl)methoxyphosphorylthimidine (172945-92-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) tetrazole, 2.) i-Pr₂NEt

2: 95 percent / I₂, lutidine / tetrahydrofuran; H₂O / 1.5 h / Ambient temperature

3: 95 percent / NH₃ / methanol / 22 h / Ambient temperature

With 1H-tetrazole; lutidine; ammonia; iodine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water;

DOI:10.1080/15257779508009756

Reference yield:

(S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite (123861-70-1) → Acetic acid (2R,3S,5R)-2-[methoxy-(3-tritylsulfanyl-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (172945-91-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tetrazole, 2.) i-Pr₂NEt

2: 95 percent / I₂, lutidine / tetrahydrofuran; H₂O / 1.5 h / Ambient temperature

With 1H-tetrazole; lutidine; iodine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water;

DOI:10.1080/15257779508009756

upstream raw materials:

S-trityl-3-thiopropanol

N,N-diisopropylmethylphosphonamidic chloride

Downstream raw materials:

3'-O-acetylthymidine-5'-O-(S-trityl-3-thiopropyl)methoxyphosphite

5'-O-(S-trityl-3-thiopropyl)methoxyphosphorylthimidine

Acetic acid (2R,3S,5R)-2-[methoxy-(3-tritylsulfanyl-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester