1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose

Base Information

• Chemical Name: 1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose
• CAS No.: 109947-43-5
• Molecular Formula: C₂₂H₂₈N₂O₉S
• Molecular Weight: 496.538

Synonyms:1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose

Chemical Property of 1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose

Chemical Property:

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Technology Process of 1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose

There total 2 articles about 1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose 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: 70.0%

1,3,4,6-Tetra-O-acetyl-2-deoxy-2-isothiocyanato-α-D-glucopyranose (109947-42-4) + benzylamine (100-46-9) → 1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose (109947-43-5)

Guidance literature:

In diethyl ether; for 24h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90021-1

Reference yield:

1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-α-D-glucopyranose hydrochloride (10034-19-2,1191127-63-5) → 1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose (109947-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / calcium carbonate / CHCl₃; H₂O / 48 h

2: 70 percent / diethyl ether / 24 h / Ambient temperature

With calcium carbonate; In diethyl ether; chloroform; water;

DOI:10.1016/S0008-6215(00)90021-1

Reference yield: 98.0%

1,3,4,6-tetra-O-acetyl-2-(3-benzylthioureido)-2-deoxy-α-D-glucopyranose (109947-43-5) → 2-benzylamino-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)(2,1-d)-2-thiazoline hydrobromide (109947-48-0)

Guidance literature:

With hydrogen bromide; In acetic acid; for 2h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90021-1

upstream raw materials:

1,3,4,6-Tetra-O-acetyl-2-deoxy-2-isothiocyanato-α-D-glucopyranose

benzylamine

1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-α-D-glucopyranose hydrochloride

Downstream raw materials:

2-benzylamino-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)(2,1-d)-2-thiazoline hydrobromide

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