RSPACER CEP

Base Information

• Chemical Name: RSPACER CEP
• CAS No.: 159299-31-7
• Molecular Formula: C₄₁H₅₉N₂O₇PSi
• Molecular Weight: 750.988
• Mol file: 159299-31-7.mol

Synonyms:RSPACER CEP

Chemical Property of RSPACER CEP

Chemical Property:

• Boiling Point: 707.7±60.0 °C(Predicted)
• PKA: 3.45±0.70(Predicted)
• PSA: 105.23000
• LogP: 9.46268

Purity/Quality:

97% ^*data from raw suppliers

RSPACER CEP 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of RSPACER CEP

There total 5 articles about RSPACER CEP 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: 91.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-D-ribofuranose (159299-30-6) → 2-O-(tert-butyldimethylsilyl)-3-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-D-ribofuranose (159299-31-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.01.132

Reference yield:

2,3,5-tri-O-benzyl-1-deoxy-D-ribofuranose (14233-62-6,81799-90-8) → 2-O-(tert-butyldimethylsilyl)-3-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-D-ribofuranose (159299-31-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 95.3 percent / cyclohexene / 20 percent Pd(OH)2/C / ethanol / 4 h / Heating

2: 85.9 percent / Et₃N / pyridine / 20 °C

3: 60.3 percent / AgNO₃ / tetrahydrofuran; pyridine / 20 h / 20 °C

4: 47.8 percent / sym-collidine; 1-methyl-1H-imidazole / acetonitrile / 0.83 h / 0 - 20 °C

With 1-methyl-1H-imidazole; 2,4,6-trimethyl-pyridine; silver nitrate; triethylamine; cyclohexene; palladium dihydroxide; In tetrahydrofuran; pyridine; ethanol; acetonitrile; 1: Catalytic hydrogenation / 2: Etherification / 3: Etherification / 4: phosphitylation;

DOI:10.1002/1522-2675(20000809)83:8<1791::AID-HLCA1791>3.0.CO;2-K

Reference yield:

1,4-anhydro-D-ribitol (491-19-0,3169-91-3,3169-92-4,3999-31-3,39798-06-6,39999-42-3,41935-96-0,41936-38-3,51607-76-2,51607-78-4,53448-53-6,58716-62-4,106248-68-4,106707-70-4,120442-63-9) → 2-O-(tert-butyldimethylsilyl)-3-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-D-ribofuranose (159299-31-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85.9 percent / Et₃N / pyridine / 20 °C

2: 60.3 percent / AgNO₃ / tetrahydrofuran; pyridine / 20 h / 20 °C

3: 47.8 percent / sym-collidine; 1-methyl-1H-imidazole / acetonitrile / 0.83 h / 0 - 20 °C

With 1-methyl-1H-imidazole; 2,4,6-trimethyl-pyridine; silver nitrate; triethylamine; In tetrahydrofuran; pyridine; acetonitrile; 1: Etherification / 2: Etherification / 3: phosphitylation;

DOI:10.1002/1522-2675(20000809)83:8<1791::AID-HLCA1791>3.0.CO;2-K

upstream raw materials:

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

2-O-[(tert-butyl)dimethylsilyl]-1-deoxy-5-O-(4,4'-dimethoxytrityl)-D-ribofuranose

2,3,5-tri-O-benzyl-1-deoxy-D-ribofuranose

1-deoxy-5-O-(4,4'-dimethoxytrityl)-D-ribofuranose