ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside

Base Information

Chemical Name:ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside
CAS No.:652972-17-3
Molecular Formula:C₃₁H₃₆O₆S
Molecular Weight:536.689
Hs Code.:

Synonyms:ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside

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Chemical Property of ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside

Chemical Property:

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Technology Process of ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside

There total 19 articles about ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-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:

: (1R,3S,4R,5R,6S)-4,5-Bis-benzyloxy-3-benzyloxymethyl-2,7-dioxa-bicyclo[4.1.0]heptane

: 652972-17-3
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: n-BuLi / tetrahydrofuran; hexane / 18 h / 0 °C

2: 63 mg / pyridine / 18 h / 20 °C

With pyridine; n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1021/jo035789l

Reference yield:

: 547763-55-3
(2S,3S,4S,5R,6R)-4-Benzyloxy-2-benzyloxymethyl-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

: 652972-17-3
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: tetramethyl-1-piperidine oxide; NaClO; NaHCO₃ / CH₂Cl₂; H₂O / 0.5 h / 0 °C

2: 0.99 g / N,N-dimethylformamide dineopentyl acetate / xylene / 1 h / 75 - 150 °C

3: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 20 °C

4: NaBH₄ / CH₂Cl₂; methanol / 1.5 h / -5 °C

5: NaH / dimethylformamide / 1.5 h / 20 °C

6: dimethyldioxirane / CH₂Cl₂; acetone / 3 h / -55 °C

7: n-BuLi / tetrahydrofuran; hexane / 18 h / 0 °C

8: 63 mg / pyridine / 18 h / 20 °C

With pyridine; sodium hypochlorite; sodium tetrahydroborate; n-butyllithium; tetramethyl-1-piperidine oxide; 3,3-dimethyldioxirane; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; N,N-dimethylformamide dineopentyl acetal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; xylene;
DOI:10.1021/jo035789l

Reference yield:

: 547763-60-0
3*,6*-di-O-benzyl-L-glucal

: 652972-17-3
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 20 °C

2: NaBH₄ / CH₂Cl₂; methanol / 1.5 h / -5 °C

3: NaH / dimethylformamide / 1.5 h / 20 °C

4: dimethyldioxirane / CH₂Cl₂; acetone / 3 h / -55 °C

5: n-BuLi / tetrahydrofuran; hexane / 18 h / 0 °C

6: 63 mg / pyridine / 18 h / 20 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; 3,3-dimethyldioxirane; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo035789l