(S-trityl-3-thiopropyl)(2-cyanoethyl)diisopropylaminophophoramidite

Base Information

• Chemical Name: (S-trityl-3-thiopropyl)(2-cyanoethyl)diisopropylaminophophoramidite
• CAS No.: 116919-16-5
• Molecular Formula: C₃₁H₃₉N₂O₂PS
• Molecular Weight: 534.703
• Mol file: 116919-16-5.mol

Synonyms:(S-trityl-3-thiopropyl)(2-cyanoethyl)diisopropylaminophophoramidite

Chemical Property of (S-trityl-3-thiopropyl)(2-cyanoethyl)diisopropylaminophophoramidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S-trityl-3-thiopropyl)(2-cyanoethyl)diisopropylaminophophoramidite

There total 1 articles about (S-trityl-3-thiopropyl)(2-cyanoethyl)diisopropylaminophophoramidite 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: 95.0%

S-trityl-3-thiopropanol (24523-63-5) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → (S-trityl-3-thiopropyl)(2-cyanoethyl)diisopropylaminophophoramidite (116919-16-5)

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)(2-cyanoethyl)diisopropylaminophophoramidite (116919-16-5) → Phosphoric acid 2-cyano-ethyl ester (2R,3S,5R)-3-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 3-tritylsulfanyl-propyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) tetrazole, 2.) i-Pr₂NEt / 1.) THF, 15 min, 2.) THF, 1 h

2: I₂

3: HCl

With 1H-tetrazole; hydrogenchloride; iodine; N-ethyl-N,N-diisopropylamine;

DOI:10.1080/15257779508009756

Reference yield:

(S-trityl-3-thiopropyl)(2-cyanoethyl)diisopropylaminophophoramidite (116919-16-5) → Acetic acid (2R,3S,5R)-2-[(2-cyano-ethoxy)-(3-tritylsulfanyl-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tetrazole, 2.) i-Pr₂NEt / 1.) THF, 15 min, 2.) THF, 1 h

2: I₂

With 1H-tetrazole; iodine; N-ethyl-N,N-diisopropylamine;

DOI:10.1080/15257779508009756

upstream raw materials:

S-trityl-3-thiopropanol

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

Downstream raw materials:

3'-O-acetylthymidine-5'-O-(S-trityl-3-thiopropyl)(2-cyanoethyl)phosphite