1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose

Base Information

• Chemical Name: 1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose
• CAS No.: 858675-40-8
• Molecular Formula: C₂₄H₃₀O₈S
• Molecular Weight: 478.563
• Mol file: 858675-40-8.mol

Synonyms:1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose

Chemical Property of 1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose

There total 1 articles about 1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose 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: 94.0%

methanesulfonyl chloride (124-63-0) + 1,4-di-O-benzyl-2,3-O-isopropylidene-α-L-sorbofuranose (302788-32-5) → 1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose (858675-40-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tetasy.2005.03.015

Reference yield:

n-Octylamine (111-86-4) + 1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose (858675-40-8) → 3,6-di-O-benzyl-N-octyl-1,5-dideoxy-1,5-imino-D-glucitol (858675-42-0)

Guidance literature:

n-Octylamine; 1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose; at 85 ℃; for 16h;

With trifluoroacetic acid; In water; at 0 - 20 ℃; for 28h;

With sodium cyanoborohydride; acetic acid; In methanol; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2005.03.015

Reference yield:

1,4-di-O-benzyl-2,3-O-isopropylidene-6-O-methanesulfonyl-α-L-sorbofuranose (858675-40-8) → 3,6-di-O-benzyl-N-butyl-1,5-dideoxy-1,5-imino-D-glucitol (858675-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 16 h / 85 °C

2.1: trifluoroacetic acid / H₂O / 28 h / 0 - 20 °C

2.2: 2.23 g / acetic acid; sodium cyanoborohydride / methanol / 0 - 20 °C

With trifluoroacetic acid; In water;

DOI:10.1016/j.tetasy.2005.03.015

upstream raw materials:

methanesulfonyl chloride

1,4-di-O-benzyl-2,3-O-isopropylidene-α-L-sorbofuranose

Downstream raw materials:

3,6-di-O-benzyl-N-octyl-1,5-dideoxy-1,5-imino-D-glucitol

((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl)-butyl-amine

3,6-di-O-benzyl-N-butyl-1,5-dideoxy-1,5-imino-D-glucitol

3,6-di-O-benzyl-N-butyl-2-O-butyl-1,5-dideoxy-1,5-imino-D-glucitol