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

Base Information

Chemical Name:octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-β-D-galactopyranoside
CAS No.:222191-72-2
Molecular Formula:C₃₁H₄₅NO₈S
Molecular Weight:591.766
Hs Code.:

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

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Chemical Property of octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-β-D-galactopyranoside

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Technology Process of octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-β-D-galactopyranoside

There total 8 articles about octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-β-D-galactopyranoside 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: 87.0%

: 124-63-0
methanesulfonyl chloride

: 222191-71-1
octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside

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

Guidance literature:: In pyridine; for 2.5h; Ambient temperature;
DOI:10.1002/(SICI)1099-0690(199903)1999:3<631::AID-EJOC631>3.0.CO;2-6

Reference yield:

: 111-87-5
octanol

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

Guidance literature:: Multi-step reaction with 7 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

With potassium sulfate; 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; 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

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

Guidance literature:: Multi-step reaction with 5 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

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