D-[5,5'-2H2]RIBOSE

Base Information

• Chemical Name: D-[5,5'-2H2]RIBOSE
• CAS No.: 478506-32-0
• Molecular Formula: C₅H₁₀O₅
• Molecular Weight: 154.1
• Mol file: 478506-32-0.mol

Synonyms:D-Ribose-5,5'-d;

Chemical Property of D-[5,5'-2H2]RIBOSE

Chemical Property:

• PSA: 90.15000
• LogP: -2.58230

Purity/Quality:

99% ^*data from raw suppliers

D-Ribose-5,5''-d ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Labeled D-Ribose, which is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate.

Technology Process of D-[5,5'-2H2]RIBOSE

There total 9 articles about D-[5,5'-2H2]RIBOSE 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:

D,L-4,5-O-cyclohexylidene-2,3-O-isopropylideneribose-3,4,5,5-d4 → D,L-ribose-3,4,5,5-d4 (169783-76-0,478506-29-5,478506-32-0)

Guidance literature:

With acetic acid; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1021/ja961274i

Reference yield:

(Z)-D,L-4,5-O-cyclohexylidene-2-penten-3,4,5,5-d4-1-ol (181940-92-1) → D,L-ribose-3,4,5,5-d4 (169783-76-0,478506-29-5,478506-32-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 24 h / Ambient temperature

2: OsO₄, N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; D₂O; acetone / 12 h / Ambient temperature

3: 93 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h

4: 92 percent / H₂ / 5percent Pd/C / CH₂Cl₂ / 22 h / 760 Torr

5: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 deg C to RT, 45 min

6: aq. AcOH / tetrahydrofuran / 24 h / 60 °C

With osmium(VIII) oxide; oxalyl dichloride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water-d2; acetone; tert-butyl alcohol;

DOI:10.1021/ja961274i

Reference yield:

ethyl (Z)-D,L-4,5-O-cyclohexylidene-2-pentenoate-3,4,5,5-d4 (181940-91-0) → D,L-ribose-3,4,5,5-d4 (169783-76-0,478506-29-5,478506-32-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 93 percent / DIBAL-H / CH₂Cl₂; hexane / 0.5 h / 0 - 4 °C

2: 96 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 24 h / Ambient temperature

3: OsO₄, N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; D₂O; acetone / 12 h / Ambient temperature

4: 93 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h

5: 92 percent / H₂ / 5percent Pd/C / CH₂Cl₂ / 22 h / 760 Torr

6: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 deg C to RT, 45 min

7: aq. AcOH / tetrahydrofuran / 24 h / 60 °C

With osmium(VIII) oxide; oxalyl dichloride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; water-d2; acetone; tert-butyl alcohol;

DOI:10.1021/ja961274i

upstream raw materials:

(Z)-D,L-4,5-O-cyclohexylidene-2-penten-3,4,5,5-d4-1-ol

ethyl (Z)-D,L-4,5-O-cyclohexylidene-2-pentenoate-3,4,5,5-d4

(Z)-D,L-1-(benzyloxy)-4,5-O-cyclohexylidene-2-pentene-3,4,5,5-d4