iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

Base Information

Chemical Name:iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside
CAS No.:138181-77-8
Molecular Formula:C₃₀H₃₆O₆
Molecular Weight:492.612
Hs Code.:

Synonyms:iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

Chemical Property:

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Technology Process of iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

There total 9 articles about iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside 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:

: 138181-75-6,138181-76-7
((3S,4S,5R,6R)-2-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-isopropoxy-dimethyl-silane

: 138181-77-8
iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

Guidance literature:: With 2,6-di-tert-butyl-pyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ja00029a047

Reference yield:

: 158852-31-4
3,4,6-tri-O-benzyl-1,2-O-(exo-ethoxyethylidene)-α-D-glucopyranose

: 138181-77-8
iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / 33percent HBr / acetic acid; CH₂Cl₂ / 0.5 h / 0 °C

2: 1.) NaI, 2.) DBU / 1.) acetone, r.t., 15 min, 2.) 45 min

3: 92 percent / NBS, molecular sieves (3 Angstroem) / ethanol; CH₂Cl₂ / 0.03 h / 25 °C

4: 91 percent / Ag₂CO₃, molecular sieves (3 Angstroem) / CH₂Cl₂ / 0.01 h / Ambient temperature

5: 93 percent / NaBH₄ / methanol; CH₂Cl₂ / 2 h / 0 °C

With sodium tetrahydroborate; N-Bromosuccinimide; 3 A molecular sieve; hydrogen bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver carbonate; sodium iodide; In methanol; ethanol; dichloromethane; acetic acid;
DOI:10.1021/jo00101a035

Reference yield:

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 138181-77-8
iso-propyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / Bu₄NBr, s-collidine / 12 h / 50 °C

2: 81 percent / KOH / tetrahydrofuran / 3 h / Heating

3: 89 percent / 33percent HBr / acetic acid; CH₂Cl₂ / 0.5 h / 0 °C

4: 1.) NaI, 2.) DBU / 1.) acetone, r.t., 15 min, 2.) 45 min

5: 92 percent / NBS, molecular sieves (3 Angstroem) / ethanol; CH₂Cl₂ / 0.03 h / 25 °C

6: 91 percent / Ag₂CO₃, molecular sieves (3 Angstroem) / CH₂Cl₂ / 0.01 h / Ambient temperature

7: 93 percent / NaBH₄ / methanol; CH₂Cl₂ / 2 h / 0 °C

With 2,4,6-trimethyl-pyridine; potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; 3 A molecular sieve; tetrabutylammomium bromide; hydrogen bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver carbonate; sodium iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetic acid;
DOI:10.1021/jo00101a035