(4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

Base Information

Chemical Name:(4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside
CAS No.:168567-29-1
Molecular Formula:C₄₅H₅₃NO₁₁
Molecular Weight:783.916
Hs Code.:

(4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4-<ethyl(9H-fluoren-9-ylmethoxycarbonyl)amino>-3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

Synonyms:(4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

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Chemical Property of (4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

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Technology Process of (4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

There total 11 articles about (4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside 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: 99.0%

: 168567-28-0
(4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--2-iodo-3-O-methyl-α-L-lyxo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

: 168567-29-1
(4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); triphenylstannane; In benzene; for 0.333333h; Heating;
DOI:10.1021/ja00126a013

Reference yield:

: 129834-77-1
methyl 2,4-dideoxy-4-amino>-3-O-methyl-α-L-threo-pentopyranoside

: 168567-29-1
(4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 47 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -20 - 25 °C

2: 82 percent / oxone / methanol; tetrahydrofuran; H₂O / 0.33 h / 0 °C

3: 1.) I(sym-collidine)ClO₄, mol. sieves 4A, 2.) aq. AcOH / 1.) CH₂Cl₂, RT, 2 h, 2.) THF, RT, 30 min

4: 99 percent / Ph₃SnH, AIBN / benzene / 0.33 h / Heating

With Oxone; 2,2'-azobis(isobutyronitrile); iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; boron trifluoride diethyl etherate; triphenylstannane; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1021/ja00126a013

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 168567-29-1
(4-methoxyphenyl)methyl 6-deoxy-2-O-<2,4-dideoxy-4--3-O-methyl-α-L-threo-pentopyranosyl>-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Bu₂SnO, 2.) CsF / 1.) MeOH, reflux, 1 h, 2.) DMF, 80 deg C, 3 h

2: 1.) dimethyldioxirane / 1.) CH₂Cl₂, acetone, 0 deg C, 30 min, 2.) CH₂Cl₂, acetone, RT, 12 h

3: 1.) pyridine, 2.) K₂CO₃ / 1.) CH₂Cl₂, RT, 15 min, 2.) MeOH, RT, 90 min

4: 1.) I(sym-collidine)ClO₄, mol. sieves 4A, 2.) aq. AcOH / 1.) CH₂Cl₂, RT, 2 h, 2.) THF, RT, 30 min

5: 99 percent / Ph₃SnH, AIBN / benzene / 0.33 h / Heating

With pyridine; 2,2'-azobis(isobutyronitrile); iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; triphenylstannane; 3,3-dimethyldioxirane; di(n-butyl)tin oxide; potassium carbonate; acetic acid; cesium fluoride; In benzene;
DOI:10.1021/ja00126a013