Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

Base Information

Chemical Name:Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside
CAS No.:125239-02-3
Molecular Formula:C₃₅H₃₈O₆
Molecular Weight:554.683
Hs Code.:

Synonyms:Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

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Chemical Property of Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

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Technology Process of Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

There total 5 articles about Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-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: 49.0%

: 125219-21-8
benzyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(methylene)-α-D-xylo-4-hexopyranoside

: 125239-02-3
Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

Guidance literature:: benzyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-(methylene)-α-D-xylo-4-hexopyranoside; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.carres.2011.08.030

Reference yield:

: 58527-89-2
benzyl 1,2,3,6-tetra-O-benzyl-α-D-glucopyranoside

: 125239-02-3
Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 4.98 g / DMSO, (COCl)2 / CH₂Cl₂ / 0.5 h / -78 °C

2: 45 percent / toluene; tetrahydrofuran / 1.) -40 - 0 deg C, 1 h, 2.) 0 deg C, 16 h

3: 1.) 0.5M 9-BBN, 2.) 10percent NaOH, 35percent H₂O₂ / 1.) THF, reflux, 4 h, 2.) THF, H₂O, 0 deg C, 30 min

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene;

Reference yield:

: 125219-26-3
benzyl 2,3,6-tri-O-benzyl-α-D-xylo-hex-4-ulopyranoside

: 125239-02-3
Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(hydroxymethyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 45 percent / toluene; tetrahydrofuran / 1.) -40 - 0 deg C, 1 h, 2.) 0 deg C, 16 h

2: 1.) 0.5M 9-BBN, 2.) 10percent NaOH, 35percent H₂O₂ / 1.) THF, reflux, 4 h, 2.) THF, H₂O, 0 deg C, 30 min

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In tetrahydrofuran; toluene;