phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-D-glucopyranoside

Base Information

Chemical Name:phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-D-glucopyranoside
CAS No.:1415996-22-3
Molecular Formula:C₃₂H₃₀ClN₃O₅S
Molecular Weight:604.126
Hs Code.:

Synonyms:phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-D-glucopyranoside

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Chemical Property of phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-D-glucopyranoside

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Technology Process of phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-D-glucopyranoside

There total 5 articles about phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-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:

: C₃₀H₂₉N₃O₄S

: 79-04-9
chloroacetyl chloride

: 1415996-22-3
phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1039/c2ob26928g

Reference yield:

: 183875-35-6
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-1-thiol-α-D-glucopyranoside

: 1415996-22-3
phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: sodium methylate / methanol / 5 h / 20 °C

2: trimethyl orthoformate; camphor-10-sulfonic acid / N,N-dimethyl-formamide / 36 h / 70 °C

3: sodium hydride / tetrahydrofuran / 0 - 20 °C

4: trimethylamine-borane; aluminum (III) chloride / tetrahydrofuran / 24 h / 20 °C / Molecular sieve

5: pyridine / dichloromethane / 0 - 20 °C

With pyridine; aluminum (III) chloride; trimethylamine-borane; camphor-10-sulfonic acid; sodium methylate; sodium hydride; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2ob26928g

Reference yield:

: phenyl 2-azido-2-deoxy-1-thio-α-D-glucopyranoside

: 1415996-22-3
phenyl 1-thio-2-azido-3-O-benzyl-4-O-chloroacetyl-2-deoxy-6-O-naphth-2-ylmethyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: trimethyl orthoformate; camphor-10-sulfonic acid / N,N-dimethyl-formamide / 36 h / 70 °C

2: sodium hydride / tetrahydrofuran / 0 - 20 °C

3: trimethylamine-borane; aluminum (III) chloride / tetrahydrofuran / 24 h / 20 °C / Molecular sieve

4: pyridine / dichloromethane / 0 - 20 °C

With pyridine; aluminum (III) chloride; trimethylamine-borane; camphor-10-sulfonic acid; sodium hydride; trimethyl orthoformate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2ob26928g