3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-D-glycero-D-gulo-2-octulose

Base Information

• Chemical Name: 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-D-glycero-D-gulo-2-octulose
• CAS No.: 121687-36-3
• Molecular Formula: C₃₆H₃₈O₆
• Molecular Weight: 566.694
• Mol file: 121687-36-3.mol

Synonyms:3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-D-glycero-D-gulo-2-octulose

Chemical Property of 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-D-glycero-D-gulo-2-octulose

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-deoxy-D-glycero-D-gulo-2-octulose

There total 4 articles about 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-D-glycero-D-gulo-2-octulose 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: 88.0%

4,5,6,8-tetra-O-benzyl-3,7-anhydro-1-deoxy-D-glycero-D-gulo-2-octulose 2,2-dimethyl acetal (121687-41-0) → 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-D-glycero-D-gulo-2-octulose (121687-36-3)

Guidance literature:

With water; acetic acid; at 65 - 70 ℃; for 2h;

DOI:10.1016/0008-6215(88)84081-3

Reference yield:

benzyl bromide (100-39-0) → 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-D-glycero-D-gulo-2-octulose (121687-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.3 g / NaH / dimethylformamide / 5 h

2: 88 percent / AcOH-water / 2 h / 65 - 70 °C

With water; sodium hydride; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(88)84081-3

Reference yield:

(2R,3R,4S,5S,6R)-2-(1,1-Dimethoxy-ethyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol → 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-D-glycero-D-gulo-2-octulose (121687-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.3 g / NaH / dimethylformamide / 5 h

2: 88 percent / AcOH-water / 2 h / 65 - 70 °C

With water; sodium hydride; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(88)84081-3

upstream raw materials:

4,5,6,8-tetra-O-benzyl-3,7-anhydro-1-deoxy-D-glycero-D-gulo-2-octulose 2,2-dimethyl acetal

benzyl bromide

4,5,6,8-tetra-O-acetyl-3,7-anhydro-1-deoxy-D-glycero-D-gulo-2-octulose 2,2-dimethyl acetal

Downstream raw materials:

3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-2-deuterio-D-erythro-L-talo-octilol

3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-2-deuterio-D-erythro-L-galacto-octilol

3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-2-deuterio-2-O-p-tolylsulfonyl-D-erythro-L-galacto-octilol

3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-deoxy-2-deuterio-2-O-p-tolylsulfonyl-D-erythro-L-talo-octilol