3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:127542-25-0
Molecular Formula:C₆₆H₁₁₀O₂₀S₂
Molecular Weight:1287.72
Hs Code.:

3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Synonyms:3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of 3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of 3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 14 articles about 3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-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: 80.0%

: 127542-23-8
3-(hexadecylthio)-2-<(hexadecylthio)methyl>propyl 6-O-acetyl-3-deoxy-3C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 127542-25-0
3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; for 1h; Ambient temperature;
DOI:10.1021/jo00299a044

Reference yield:

: 34246-23-6
benzyl D-glucopyranoside

: 127542-25-0
3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 14 steps

1: 36 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 1.25 h / Ambient temperature

2: 1. NaH 2. (p-tolylsulfonyl)imidazole / 1. mineral oil, DMF, 2 h 2. 1 h

3: 2. pyridine / 1. THF, Et₂O, 8 days heating 2. 18 h, room temperature

4: 92 percent / sodium methoxide / methanol / 20 h / Ambient temperature

5: 15.2 g / trifluoroacetic anhydride, methylsulfoxide / CH₂Cl₂ / 1.5 h / -60 °C

6: 80 percent / triethylamine / dimethylformamide / 20 h / Ambient temperature

7: 74 percent / LiAlH₄ / diethyl ether / 4 h / 0 °C

8: 64 percent / pyridine / CH₂Cl₂ / 0 deg C to room temperature

9: 79 percent / NaBH₃CN, saturated etheral hydrogen chloride, molecular sieve (3 Angstroem) / tetrahydrofuran / Ambient temperature

10: 74 percent / tetramethylurea, silver trifluoromethanesulfonate / CH₂Cl₂ / 16 h / Ambient temperature

11: 1. H₂ 2. pyridine / 1. Pd-C / 1. HOAc, 2 h 2. 2 h, room temperature

12: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 12 h / Ambient temperature

13: 81 percent / cesium carbonate / dimethylformamide / 3.5 h / Ambient temperature

14: 80 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / Ambient temperature

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; 3 A molecular sieve; NaH 2. (p-tolylsulfonyl)imidazole; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; caesium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; tetramethylurea; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00299a044

Reference yield:

: 26531-94-2,26531-97-5,35905-31-8,35905-39-6,81625-92-5
benzyl 2,3-anhydro-4,6-O-benzylidene-α-D-mannpyranoside

: 127542-25-0
3-(hexadecylsulfonyl)-2-<(hexadecylsulfonyl)methyl>propyl 6-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 12 steps

1: 2. pyridine / 1. THF, Et₂O, 8 days heating 2. 18 h, room temperature

2: 92 percent / sodium methoxide / methanol / 20 h / Ambient temperature

3: 15.2 g / trifluoroacetic anhydride, methylsulfoxide / CH₂Cl₂ / 1.5 h / -60 °C

4: 80 percent / triethylamine / dimethylformamide / 20 h / Ambient temperature

5: 74 percent / LiAlH₄ / diethyl ether / 4 h / 0 °C

6: 64 percent / pyridine / CH₂Cl₂ / 0 deg C to room temperature

7: 79 percent / NaBH₃CN, saturated etheral hydrogen chloride, molecular sieve (3 Angstroem) / tetrahydrofuran / Ambient temperature

8: 74 percent / tetramethylurea, silver trifluoromethanesulfonate / CH₂Cl₂ / 16 h / Ambient temperature

9: 1. H₂ 2. pyridine / 1. Pd-C / 1. HOAc, 2 h 2. 2 h, room temperature

10: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 12 h / Ambient temperature

11: 81 percent / cesium carbonate / dimethylformamide / 3.5 h / Ambient temperature

12: 80 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / Ambient temperature

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; 3 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; sodium cyanoborohydride; caesium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; tetramethylurea; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00299a044