1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside

Base Information

• Chemical Name: 1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside
• CAS No.: 64618-19-5
• Molecular Formula: C₂₇H₂₉NO₄
• Molecular Weight: 431.532
• Mol file: 64618-19-5.mol

Synonyms:1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside

Chemical Property of 1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside

There total 10 articles about 1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside 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: 88.0%

3-amino-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose (14125-95-2) + trityl chloride (76-83-5) → 1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside (64618-19-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2012.12.049

Reference yield: 66.0%

3-amino-3-C-cyano-3-deoxy-5-O-trityl-1,2-O-isopropylidene-α-D-xylofuranose (302582-03-2) → 1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside (64618-19-5) + (3aR,5S,6R,6aR)-6-Aminomethyl-2,2-dimethyl-5-trityloxymethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ylamine

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(00)01090-X

Reference yield:

1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose (20590-54-9) → 1,2-O-isopropylidene-3-amino-3-deoxy-5-O-trityl-α-D-ribofuranoside (64618-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₃; Ti(OiPr)4 / methanol / 20 °C

2: methanol / 12 h

3: 26 percent / LiAlH₄

With titanium(IV) isopropylate; lithium aluminium tetrahydride; ammonia; In methanol; 1: amination / 2: cyanation / 3: Reduction;

DOI:10.1016/S0040-4039(00)01090-X

upstream raw materials:

3-amino-3-C-cyano-3-deoxy-5-O-trityl-1,2-O-isopropylidene-α-D-xylofuranose

1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose

1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-erythro-pent-3-ulofuranose

1,2-O-isopropylidene-5-O-trimethylacetyl-α-D-erythro-pent-3-ulofuranose oxime