ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)

Base Information

• Chemical Name: ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)
• CAS No.: 360577-29-3
• Molecular Formula: C₈H₁₅NO₆
• Molecular Weight: 221.21
• Mol file: 360577-29-3.mol

Synonyms:bta-L-Gulofuranosiduronicacid,methyl5-amino-5-deoxy-5-C-methyl-(9CI);ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)

Chemical Property of ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)

Chemical Property:

• PSA: 122.24000
• LogP: -1.41820

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI)

There total 3 articles about ba-L-Gulofuranosiduronic acid, methyl 5-amino-5-deoxy-5-C-methyl- (9CI) 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: 38.0%

(5'R)-5'-methyl-5'-[methyl (4S)-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2',4'-dione (360577-28-2) → methyl (5R)-5-amino-5-C-carboxy-5,6-dideoxy-α-D-lyxo-hexofuranoside (360577-29-3,360577-37-3)

Guidance literature:

With barium hydroxide octahydrate; In water; for 6h; Heating;

DOI:10.1016/S0008-6215(01)00109-4

Reference yield:

methyl 6-deoxy-2,3-O-isopropylidene-α-D-lyxo-hexafuranos-5-uloside (263744-58-7) → methyl (5R)-5-amino-5-C-carboxy-5,6-dideoxy-α-D-lyxo-hexofuranoside (360577-29-3,360577-37-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / (NH₄)2CO₃ / ethanol; H₂O / 6 h / 60 °C

2: 64 percent / AcOH / H₂O / 1.25 h / 80 °C

3: 38 percent / barium hydroxide octahydrate / H₂O / 6 h / Heating

With barium hydroxide octahydrate; ammonium carbonate; acetic acid; In ethanol; water; 1: Bucherer-Bergs reaction;

DOI:10.1016/S0008-6215(01)00109-4

Reference yield:

(5'R)-5'-methyl-5'-[methyl (4S)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2',4'-dione (360577-26-0) → methyl (5R)-5-amino-5-C-carboxy-5,6-dideoxy-α-D-lyxo-hexofuranoside (360577-29-3,360577-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / AcOH / H₂O / 1.25 h / 80 °C

2: 38 percent / barium hydroxide octahydrate / H₂O / 6 h / Heating

With barium hydroxide octahydrate; acetic acid; In water;

DOI:10.1016/S0008-6215(01)00109-4

upstream raw materials:

(5'R)-5'-methyl-5'-[methyl (4S)-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2',4'-dione

methyl 6-deoxy-2,3-O-isopropylidene-α-D-lyxo-hexafuranos-5-uloside

(5'R)-5'-methyl-5'-[methyl (4S)-2,3-O-isopropylidene-β-L-erythrofuranosid-4-C-yl]-imidazolidin-2',4'-dione

Refernces