2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate
• CAS No.: 471930-63-9
• Molecular Formula: C₃₄H₃₆Cl₃NO₈
• Molecular Weight: 693.021

Synonyms:2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate

Chemical Property of 2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

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Technology Process of 2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate

There total 7 articles about 2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate 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:

trichloroacetonitrile (545-06-2) + 4-Oxo-pentanoic acid (2R,3S,4S,5R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-hydroxy-tetrahydro-pyran-4-yl ester → 2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate (471930-63-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo025834+

Reference yield:

benzyl bromide (100-39-0) → 2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate (471930-63-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 71 percent / sodium hydride / dimethylformamide / 4 h / 0 °C

2: DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

3: 1.07 g / DIC; DMAP / CH₂Cl₂ / 16 h / 20 °C

4: AcOH; NaOAc; PdCl₂ / H₂O / 16 h / 20 °C

5: 794 mg / DBU / CH₂Cl₂ / 1 h / 20 °C

With dmap; sodium acetate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dacarbazine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo025834+

Reference yield:

levulinic acid (123-76-2) → 2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl trichloroacetimidate (471930-63-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.07 g / DIC; DMAP / CH₂Cl₂ / 16 h / 20 °C

2: AcOH; NaOAc; PdCl₂ / H₂O / 16 h / 20 °C

3: 794 mg / DBU / CH₂Cl₂ / 1 h / 20 °C

With dmap; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dacarbazine; palladium dichloride; In dichloromethane; water;

DOI:10.1021/jo025834+

upstream raw materials:

trichloroacetonitrile

benzyl bromide

levulinic acid

(2R,3R,4S,5R,6R)-2-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-ol

Downstream raw materials:

dibutyl 2,4,6-tribenzyl-3-levulinoyl-β-D-galactopyranoside phosphate

n-pentenyl 2,4,6-tribenzyl-3-levulinoyl-α-D-galactopyranosyl-(1->4)-3,6-dibenzyl-2-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-dibenzyl-2-pivaloyl-β-D-glucopyranoside

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