5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal

Base Information

• Chemical Name: 5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal
• CAS No.: 1417781-40-8
• Molecular Formula: C₃₈H₄₄O₅S₂
• Molecular Weight: 644.896

Synonyms:5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal

Chemical Property of 5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal

Chemical Property:

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Technology Process of 5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal

There total 2 articles about 5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal 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: 61.0%

benzoic acid (65-85-0,8013-63-6) + 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal (692740-50-4) → 5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal (1417781-40-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In diethyl ether; at 20 ℃; for 20h;

DOI:10.1002/ejoc.201200938

Reference yield:

2,3,4-tri-O-benzyl-6-deoxy-D-galactopyranose → 5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal (1417781-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / 16 h / 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / diethyl ether / 20 h / 20 °C

With di-isopropyl azodicarboxylate; triphenylphosphine; trifluoroacetic acid; In diethyl ether;

DOI:10.1002/ejoc.201200938

Reference yield: 89.0%

methanol (67-56-1) + 5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose diethyl dithioacetal (1417781-40-8) → 5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose dimethyl acetal (1417781-41-9)

Guidance literature:

With mercury dichloride; mercury(II) oxide; at 20 ℃; for 20h;

DOI:10.1002/ejoc.201200938

upstream raw materials:

benzoic acid

2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-deoxy-β-L-altropyranoside

methyl 2,3,4-tri-O-benzyl-6-deoxy-α-L-altropyranoside

5-O-benzoyl-2,3,4-tri-O-benzyl-6-deoxy-L-altrose dimethyl acetal

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