(S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside

Base Information

Chemical Name:(S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside
CAS No.:1314380-16-9
Molecular Formula:C₇₀H₇₄O₁₀
Molecular Weight:1075.35
Hs Code.:

Synonyms:(S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside

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Chemical Property of (S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside

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Technology Process of (S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside

There total 11 articles about (S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside 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:

: C₅₆H₆₂O₁₀

: 100-39-0
benzyl bromide

: 1314380-16-9
(S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside

Guidance literature:: C₅₆H₆₂O₁₀; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h;

benzyl bromide; In tetrahydrofuran; mineral oil; at 20 - 40 ℃; for 18h;
DOI:10.1016/j.tet.2011.04.044

Reference yield:

: 1314380-12-5
(2R,4R)-2-[(S)-2-(benzyloxy)-1-phenylethoxy]-4-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-6-formyl-3,4-dihydro-2H-pyran

: 1314380-16-9
(S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 16 h / 0 - 20 °C

1.2: 0.5 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C

2.2: 18 h / 20 - 40 °C

With sodium hydride; In tetrahydrofuran; mineral oil;
DOI:10.1016/j.tet.2011.04.044

Reference yield:

: (2,3,4,6-tetra-O-acetyl-D-mannopyranosyl)-prop-2-ene

: 1314380-16-9
(S)-2-benzyloxy-1-phenylethyl 2,3-dideoxy-3-C-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-4,6-di-O-benzyl-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium methylate / methanol / 20 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C

2.2: 17 h / 20 - 50 °C

3.1: ozone / methanol; dichloromethane / 0.33 h / -78 °C

3.2: 72 h / -78 - 20 °C

4.1: chloroform / 48 h / 50 °C

5.1: tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) / dichloromethane / 48 h / 20 °C / Sonication

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

7.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C

7.2: 18 h / 20 - 40 °C

8.1: methyl trifluoromethanesulfonate / acetonitrile / 0.25 h / 20 °C / Molecular sieve

8.2: 0.25 h / 20 °C

8.3: 0.33 h / 20 °C

9.1: tetrahydrofuran / 16 h / 0 - 20 °C

9.2: 0.5 h / 20 °C

10.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C

10.2: 18 h / 20 - 40 °C

With lithium aluminium tetrahydride; tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); sodium methylate; sodium hydride; ozone; methyl trifluoromethanesulfonate; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetonitrile; mineral oil; 4.1: Wittig reaction;
DOI:10.1016/j.tet.2011.04.044