ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside

Base Information

Chemical Name:ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside
CAS No.:157967-50-5
Molecular Formula:C₂₄H₂₉N₃O₅S
Molecular Weight:471.577
Hs Code.:

Synonyms:ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside

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Technology Process of ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside

There total 4 articles about ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside 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: 71.0%

: 136172-58-2
1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose

: 75-08-1
ethanethiol

: 157967-50-5
ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 35 ℃; for 1h;
DOI:10.1016/S0040-4020(01)81239-4

Reference yield:

: 55682-48-9
1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose

: 157967-50-5
ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / CF₃COOH / 4 h / 50 °C

2: 71 percent / BF₃*OEt₂ / 1,2-dichloro-ethane / 1 h / 35 °C

With boron trifluoride diethyl etherate; trifluoroacetic acid; In 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)81239-4

Reference yield:

: 100-39-0
benzyl bromide

: 157967-50-5
ethyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / NaH / dimethylformamide / 1 h

2: 95 percent / CF₃COOH / 4 h / 50 °C

3: 71 percent / BF₃*OEt₂ / 1,2-dichloro-ethane / 1 h / 35 °C

With boron trifluoride diethyl etherate; sodium hydride; trifluoroacetic acid; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81239-4