octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

Base Information

Chemical Name:octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside
CAS No.:222191-73-3
Molecular Formula:C₃₀H₄₂N₄O₅
Molecular Weight:538.687
Hs Code.:

Synonyms:octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

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Chemical Property of octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

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Technology Process of octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

There total 8 articles about octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-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: 96.0%

: 222191-72-2
octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-β-D-galactopyranoside

: 222191-73-3
octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

Guidance literature:: With sodium azide; In water; N,N-dimethyl-formamide; at 120 ℃; for 48h;
DOI:10.1002/(SICI)1099-0690(199903)1999:3<631::AID-EJOC631>3.0.CO;2-6

Reference yield:

: 111-87-5
octanol

: 222191-73-3
octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 44 percent / potassium sulfate, ferric chloride / CH₂Cl₂ / 16 h / Ambient temperature

2: NaOMe / methanol / 1 h / Ambient temperature

3: 88 percent / zinc chloride / 3 h / Ambient temperature

4: 82 percent / NaH / dimethylformamide / 6 h / Ambient temperature

5: 68 percent / molecular sieves (4 Angstroem), sodium cyanoborohydride / tetrahydrofuran / 0.5 h / Ambient temperature

6: 1.) Ac₂O; 2.) L-selectride / 1.) DMSO, RT; 2.) THF, 7 h, -15 deg C

7: 87 percent / pyridine / 2.5 h / Ambient temperature

8: 96 percent / NaN₃ / dimethylformamide; H₂O / 48 h / 120 °C

With potassium sulfate; sodium azide; 4 A molecular sieve; sodium methylate; acetic anhydride; iron(III) chloride; L-Selectride; sodium hydride; sodium cyanoborohydride; zinc(II) chloride; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1099-0690(199903)1999:3<631::AID-EJOC631>3.0.CO;2-6

Reference yield:

: 100-52-7
benzaldehyde

: 222191-73-3
octyl 2-acetamido-4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / zinc chloride / 3 h / Ambient temperature

2: 82 percent / NaH / dimethylformamide / 6 h / Ambient temperature

3: 68 percent / molecular sieves (4 Angstroem), sodium cyanoborohydride / tetrahydrofuran / 0.5 h / Ambient temperature

4: 1.) Ac₂O; 2.) L-selectride / 1.) DMSO, RT; 2.) THF, 7 h, -15 deg C

5: 87 percent / pyridine / 2.5 h / Ambient temperature

6: 96 percent / NaN₃ / dimethylformamide; H₂O / 48 h / 120 °C

With sodium azide; 4 A molecular sieve; acetic anhydride; L-Selectride; sodium hydride; sodium cyanoborohydride; zinc(II) chloride; In tetrahydrofuran; pyridine; water; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1099-0690(199903)1999:3<631::AID-EJOC631>3.0.CO;2-6