B-D-GLUCOSE 1-PHOSPHATE BIS(CYCLOHEXYLAM

Base Information

• Chemical Name: B-D-GLUCOSE 1-PHOSPHATE BIS(CYCLOHEXYLAM
• CAS No.: 14034-70-9
• Molecular Formula: 2C₆H₁₃N*C₆H₁₃O₉P
• Molecular Weight: 458.489
• Mol file: 14034-70-9.mol

Synonyms:B-D-GLUCOSE 1-PHOSPHATE BIS(CYCLOHEXYLAM;B-D-glucose 1-phosphate*di(cyclohexylammonium);beta-D-glucose-1-phosphate di(cyclohexylammonium) salt;β-D-Glucose 1-phosphate bis(cyclohexylammonium) salt

Chemical Property of B-D-GLUCOSE 1-PHOSPHATE BIS(CYCLOHEXYLAM

Chemical Property:

• PSA: 218.76000
• LogP: 0.85180
• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

BETA-D-GLUCOSE-1-PHOSPHATE BIS(CYCLOHEXYLAMMONIUM) SALT 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of B-D-GLUCOSE 1-PHOSPHATE BIS(CYCLOHEXYLAM

There total 7 articles about B-D-GLUCOSE 1-PHOSPHATE BIS(CYCLOHEXYLAM 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:

2,3,4,6-tetra-O-benzyl-D-mannopyranose (4132-28-9,4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5) → α-D-mannopyranosyl (bis(cyclohexylammonium)phosphate) (14034-70-9,15087-00-0,16419-24-2,38099-40-0,38987-78-9,51306-17-3,58530-88-4,90357-92-9,106600-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / LDA / tetrahydrofuran; hexane; ethylbenzene / 3 h / -78 °C

2: 1.) ammonium formate / 1.) 10percent Pd-C / 1.) MeOH, overnight

With ammonium formate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; hexane; ethylbenzene;

DOI:10.1016/S0008-6215(97)10095-7

Reference yield:

exo-3,4,6-tri-O-acetyl-1,2-O-(tert-butyl orthoacetyl)-α-D-glucopyranose (4768-77-8) → β-D-glucopyranosyl (14034-70-9,15087-00-0,16419-24-2,38099-40-0,38987-78-9,51306-17-3,58530-88-4,90357-92-9,106600-12-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dry P₂O₅, orthophosphoric acid / tetrahydrofuran / 0.17 h / 25 °C

2: 1 M LiOH / 22 h / pH=11

3: 1.) barium acetate / 1.) ethanol, 2 h, 0 deg C; 2.) water, vacuo, 6 h, 50 deg C

With lithium hydroxide; phosphoric acid; phosphorus pentoxide; barium(II) acetate; In tetrahydrofuran;

DOI:10.1016/S0008-6215(00)85614-1

Reference yield:

cyclohexylamine (108-91-8,157973-60-9) + dibenzyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl phosphate (90357-98-5) → α-D-mannopyranosyl (bis(cyclohexylammonium)phosphate) (14034-70-9,15087-00-0,16419-24-2,38099-40-0,38987-78-9,51306-17-3,58530-88-4,90357-92-9,106600-12-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; Yield given. Multistep reaction; 1.) MeOH, overnight;

DOI:10.1016/S0008-6215(97)10095-7

upstream raw materials:

dicyclohexylammonium sulphate

β-D-glucose 1-phosphate

exo-3,4,6-tri-O-acetyl-1,2-O-(tert-butyl orthoacetyl)-α-D-glucopyranose

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl phosphate

Downstream raw materials:

α-D-mannopyranosyl 2,4-dinitrophenyl phosphate

guanosine 5'-diphospho-D-mannose

Refernces

• 1、 Fey, Sven,Elling, Lothar,Kragl, Udo. "The cofactor Mg2+ - A key switch for effective continuous enzymatic production of GDP-mannose using recombinant GDP-mannose pyrophosphorylase". . p. 475 - 481. Retrieved 2007/10/03.