p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside
CAS No.:787623-80-7
Molecular Formula:C₃₆H₃₈O₆S
Molecular Weight:598.76
Hs Code.:

Synonyms:p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

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Technology Process of p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

There total 9 articles about p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-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: 99.0%

: 108-24-7
acetic anhydride

: 479252-05-6
((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-p-tolylsulfanyl-tetrahydro-pyran-2-yl)-methanol

: 787623-80-7
p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 16h; under 760.051 Torr; Inert atmosphere;

Reference yield: 81.0%

: 1262201-93-3
p-methylphenyl 6-O-acetyl-1-thio-β-D-glucopyranoside

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 787623-80-7
p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; at 20 ℃; for 12h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2019.03.002

Reference yield:

: 819814-42-1
β-1-p-tolylthio-6-O-trityl-D-glucopyranose

: 787623-80-7
p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / 760.05 Torr

1.2: 16 h / 20 °C / 760.05 Torr / Inert atmosphere

2.1: acetic acid; water / 3 h / 75 °C / 760.05 Torr

3.1: pyridine / 16 h / 20 °C / 760.05 Torr / Inert atmosphere

With pyridine; water; sodium hydride; acetic acid; In N,N-dimethyl-formamide; mineral oil;