1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene

Base Information

Chemical Name:1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene
CAS No.:444150-24-7
Molecular Formula:C₄₉H₅₀O₇
Molecular Weight:750.932
Hs Code.:

Synonyms:1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene

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Chemical Property of 1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene

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Technology Process of 1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene

There total 10 articles about 1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene 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: 89.0%

: 444150-22-5
4-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester

: 444150-24-7
1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A

Reference yield:

: 80300-30-7
1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose

: 444150-24-7
1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene

Guidance literature:: Multi-step reaction with 9 steps

1.1: 89 percent / BF₃*OEt₂ / acetonitrile / 24 h / 4 °C

2.1: ozone / CH₂Cl₂; methanol / -78 °C

2.2: PPh₃

3.1: 24.3 g / toluene / 2 h / Heating

4.1: 86 percent / DIBAL / toluene / -78 - 25 °C

5.1: MnO₂ / CH₂Cl₂ / 3 h / Heating

6.1: 14.7 g / CH₂Cl₂ / 3 h / Heating

7.1: 69 percent / ethyl chloroformate; Et₃N / tetrahydrofuran / 0.5 h / 20 °C

8.1: 85 percent / K₂CO₃ / acetone / 12 h

9.1: 89 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; chloroformic acid ethyl ester; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; acetonitrile; 3.1: Wittig reaction / 6.1: Wittig reaction;
DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A

Reference yield:

: 100-39-0
benzyl bromide

: 444150-24-7
1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / acetone / 12 h

2: 89 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

With lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; acetone;
DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A