3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol

Base Information

• Chemical Name: 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol
• CAS No.: 91797-39-6
• Molecular Formula: C₃₆H₄₀O₆
• Molecular Weight: 568.71
• Mol file: 91797-39-6.mol

Synonyms:3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol

Chemical Property of 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol

There total 5 articles about 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol 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: 51.0%

methylmagnesium bromide (75-16-1) + 2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose (113019-43-5,140397-45-1,140397-46-2,140397-47-3,140397-49-5,91738-17-9) → 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-talo-octitol (91797-40-9) + 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol (91797-39-6)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃; for 3h;

DOI:10.1039/b705750d

Reference yield:

benzyl bromide (100-39-0) → 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol (91797-39-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) 0.02N NaOCH₃, 2) NaH / 1) 3.5 h, 2) DMF, 12 h, r.t.

2: 89 percent / p-TsOH*H₂O / CH₂Cl₂; acetone / 2 h

3: 1) Mg / 2) ether, 2 h, reflux

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; magnesium; In dichloromethane; acetone;

Reference yield:

3,4,5,7-Tetra-O-acetyl-2,6-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-D-glycero-D-gulo-heptose (74281-68-8) → 3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol (91797-39-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) 0.02N NaOCH₃, 2) NaH / 1) 3.5 h, 2) DMF, 12 h, r.t.

2: 89 percent / p-TsOH*H₂O / CH₂Cl₂; acetone / 2 h

3: 1) Mg / 2) ether, 2 h, reflux

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; magnesium; In dichloromethane; acetone;

upstream raw materials:

2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose

methyl iodide

methylmagnesium bromide

benzyl bromide

Downstream raw materials:

C₃₆H₃₉N₃O₅

(Z)-3,7-Anhydro-1,2-didesoxy-D-gluco-oct-2-enitol

Toluene-4-sulfonic acid (R)-1-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethyl ester

4,5,6,8-Tetra-O-acetyl-3,7-anhydro-1-desoxy-2-O-(p-tolylsulfonyl)-D-erythro-L-galacto-octitol