acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose

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Chemical Name:acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose
CAS No.:865860-18-0
Molecular Formula:C₃₃H₃₆O₉S
Molecular Weight:608.709
Hs Code.:

Synonyms:acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose

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Chemical Property of acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose

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Technology Process of acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose

There total 6 articles about acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose 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: 90.0%

: 865860-17-9
1,6-anhydro-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-β-D-glucopyranose

: 108-24-7
acetic anhydride

: 865860-18-0
acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; at -50 - -20 ℃;
DOI:10.1021/ja052548h

Reference yield:

: 865860-15-7
1,6-anhydro-4-O-benzyl-2-O-{(S)-2-(hydroxymethyl)benzyl}-β-D-glucopyranose

: 865860-18-0
acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / pyridine / 2 h / 20 °C

2: 96 percent / tetrahydrofuran / 2 h / 20 °C

3: 90 percent / trimethylsilyl trifluoromethanesulfonate / -50 - -20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran;
DOI:10.1021/ja052548h

Reference yield:

: 849619-42-7
1,6-anhydro-4-O-benzyl-2-O-[(S)-α-(ethoxycarbonyl)benzyl]-β-D-glucopyranose

: 865860-18-0
acetyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(S)-2-(phenylthiomethyl)benzyl}-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

2: 93 percent / pyridine / 2 h / 20 °C

3: 96 percent / tetrahydrofuran / 2 h / 20 °C

4: 90 percent / trimethylsilyl trifluoromethanesulfonate / -50 - -20 °C

With pyridine; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran;
DOI:10.1021/ja052548h