methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside

Base Information

Chemical Name:methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside
CAS No.:224324-88-3
Molecular Formula:C₃₀H₃₄O₇
Molecular Weight:506.596
Hs Code.:

Synonyms:methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside

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Chemical Property of methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside

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Technology Process of methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside

There total 8 articles about methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-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: 86.0%

: ((2S,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-acetic acid ethyl ester

: 224324-88-3
methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside

Guidance literature:: With sodium hydroxide; In ethanol; water; for 4h;
DOI:10.1081/CAR-120026467

Reference yield:

: 365418-30-0
methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanal)-α-D-glucopyranoside

: 224324-88-3
methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 1h;
DOI:10.1021/jo030039x

Reference yield:

: methyl 2,3,6-tri-O-acetyl-4-allyl-4-deoxy-α-D-glucopyranoside

: 224324-88-3
methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaOMe / methanol; tetrahydrofuran

1.2: 75 percent / NaH / dimethylformamide / 12 h / 23 °C

2.1: 1.35 g / OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 6 h / 20 °C

3.1: 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; sodium methylate; In tetrahydrofuran; methanol; water; tert-butyl alcohol;
DOI:10.1021/jo030039x