3-Amino-3-deoxy-1,2-O-(1-methylethylidene)pentofuranose

Base Information

• Chemical Name: 3-Amino-3-deoxy-1,2-O-(1-methylethylidene)pentofuranose
• CAS No.: 14125-95-2
• Molecular Formula: C8H15 N O4
• Molecular Weight: 189.211
• NSC Number: 126581
• DSSTox Substance ID: DTXSID50931052
• Mol file: 14125-95-2.mol

Synonyms:3-Amino-3-deoxy-1,2-O-(1-methylethylidene)pentofuranose;NSC126581;14125-95-2;NSC-126581;DTXSID50931052;(6-amino-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol;Ribofuranose,2-O-isopropylidene-, .alpha.-D-;.alpha.-D-Ribofuranose,2-O-(1-methylethylidene)-;Ribofuranose, 3-amino-3-deoxy-1, 2-O-isopropylidene-, .alpha.-D-;.Alpha.-D-Ribofuranose, 3-amino-3-deoxy-1, 2-O-(1-methylethylidene)-

Chemical Property of 3-Amino-3-deoxy-1,2-O-(1-methylethylidene)pentofuranose

Chemical Property:

• Vapor Pressure: 0.000292mmHg at 25°C
• Boiling Point: 286.8°Cat760mmHg
• Flash Point: 127.2°C
• Density: 1.177g/cm³
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 189.10010796
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(C(OC2O1)CO)N)C

Technology Process of 3-Amino-3-deoxy-1,2-O-(1-methylethylidene)pentofuranose

There total 11 articles about 3-Amino-3-deoxy-1,2-O-(1-methylethylidene)pentofuranose 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%

1,2-O-isopropylidene-5-O-trimethylacetyl-α-D-erythro-pent-3-ulofuranose oxime (55174-95-3) → 3-amino-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose (14125-95-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1021/ja073992i

Reference yield: 88.0%

3-azido-3-deoxy-1,2-O-isopropylidene-α-D-xylo-pentodialdo-1,4-furanose (28072-61-9) → 3-amino-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranose (14125-95-2)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.200900073

Reference yield: 88.0%

3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose aldehyde (35085-26-8) → 3-amino-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose (14125-95-2)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.200900073

upstream raw materials:

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

3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose aldehyde

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

D-xylofuranose

Downstream raw materials:

3-Acetamino-3-desoxy-1,2-O-isopropyliden-α-D-ribofuranose

1,2-O-isopropylidene-3-(4-methoxy)benzylamino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

1,2-O-isopropylidene-3-benzylamino-3-deoxy-5-O-n-propyl-α-D-ribofuranoside