methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside
CAS No.:172471-37-3
Molecular Formula:C₂₃H₂₆INO₆
Molecular Weight:539.367
Hs Code.:

Synonyms:methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

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Chemical Property of methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

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Technology Process of methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

There total 5 articles about methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-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: 92.0%

: 172471-35-1
methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-glucopyranoside

: 172471-37-3
methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; triphenylphosphine; In tetrahydrofuran; for 4h; Heating;
DOI:10.1016/0008-6215(95)00146-K

Reference yield:

: 7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4
N-Acetyl-D-glucosamine

: 172471-37-3
methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: Dowex 50w-x8(H+ form) / Heating

2: p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C

3: pyridine / 5 h / Ambient temperature

4: 1.) borane-trimethylamine, molecular sieves 4A, 2.) AlCl₃ / 1.) CH₂Cl₂, RT, 30 min, 2.) CH₂Cl₂, -15 deg C, 30 min

5: 92 percent / triphenylphosphine, N-iodosuccinimide / tetrahydrofuran / 4 h / Heating

With pyridine; N-iodo-succinimide; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; Dowex 50w-x8(H+ form); toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00146-K

Reference yield:

: 6619-02-9,6619-04-1,10300-76-2,16727-56-3,17327-07-0,28978-56-5,52885-36-6,52885-45-7,78216-83-8,78513-50-5,87038-18-4,88295-36-7,110508-78-6,113159-04-9,117064-54-7,128657-61-4,129784-17-4,137330-28-0,78216-82-7
methyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 172471-37-3
methyl 2-acetamido-3-O-benzoyl-4-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 5 h / Ambient temperature

2: 1.) borane-trimethylamine, molecular sieves 4A, 2.) AlCl₃ / 1.) CH₂Cl₂, RT, 30 min, 2.) CH₂Cl₂, -15 deg C, 30 min

3: 92 percent / triphenylphosphine, N-iodosuccinimide / tetrahydrofuran / 4 h / Heating

With pyridine; N-iodo-succinimide; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; triphenylphosphine; In tetrahydrofuran;
DOI:10.1016/0008-6215(95)00146-K