3-deoxy-D-glycero-D-talo-2-nonulopyranosonic acid

Base Information

• Chemical Name: 3-deoxy-D-glycero-D-talo-2-nonulopyranosonic acid
• CAS No.: 123457-65-8
• Molecular Formula: C₉H₁₆O₉
• Molecular Weight: 268.221
• Mol file: 123457-65-8.mol

Synonyms:

Chemical Property of 3-deoxy-D-glycero-D-talo-2-nonulopyranosonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-deoxy-D-glycero-D-talo-2-nonulopyranosonic acid

There total 5 articles about 3-deoxy-D-glycero-D-talo-2-nonulopyranosonic acid 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:

(1R,2R,3R,5R,7R)-2,3-Bis-benzyloxy-7-(1,2-bis-benzyloxy-ethyl)-6,8-dioxa-bicyclo[3.2.1]octane-5-carbaldehyde → 3-deoxy-D-glycero-D-talo-2-nonulopyranosonic acid (123457-65-8)

Guidance literature:

Multi-step reaction with 3 steps

1: AgNO₃, aq. NaOH / tetrahydrofuran / 24 h / Ambient temperature

2: 100 percent / H₂ / 10percent Pd/C / methanol; H₂O / 3 h / Ambient temperature

3: aq. CF₃COOH

With sodium hydroxide; hydrogen; silver nitrate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; water;

Reference yield:

(2,7-anhydro-4,5,8,9-tetra-O-benzyl-3-deoxy-α-D-glycero-D-talo-2-nonulopyranosid)onic acid → 3-deoxy-D-glycero-D-talo-2-nonulopyranosonic acid (123457-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / H₂ / 10percent Pd/C / methanol; H₂O / 3 h / Ambient temperature

2: aq. CF₃COOH

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol; water;

Reference yield:

2-[(1R,2R,3R,5R,7R)-2,3-Bis-benzyloxy-7-(1,2-bis-benzyloxy-ethyl)-6,8-dioxa-bicyclo[3.2.1]oct-5-yl]-3-methyl-2,3-dihydro-thiazole → 3-deoxy-D-glycero-D-talo-2-nonulopyranosonic acid (123457-65-8)

Guidance literature:

Multi-step reaction with 4 steps

1: CuO, CuCl₂, H₂O / acetonitrile; H₂O / 0.25 h / Ambient temperature

2: AgNO₃, aq. NaOH / tetrahydrofuran / 24 h / Ambient temperature

3: 100 percent / H₂ / 10percent Pd/C / methanol; H₂O / 3 h / Ambient temperature

4: aq. CF₃COOH

With sodium hydroxide; water; hydrogen; silver nitrate; trifluoroacetic acid; copper(II) oxide; copper dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; water; acetonitrile;

upstream raw materials:

D-Mannose

Oxalacetic acid

Refernces

• 1、 Dondoni, Alessandro,Marra, Alberto,Merino, Pedro. "Installation of the pyruvate unit in glycidic aldehydes via a Wittig olefination-Michael addition sequence utilizing a thiazole-armed carbonyl ylid. A new stereoselective route to 3-deoxy-2-ulosonic acids and the total synthesis of DAH, KDN, and 4-epi-KDN". . p. 3324 - 3336. Retrieved 2007/10/02.