2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Base Information

Chemical Name:2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside
CAS No.:470667-92-6
Molecular Formula:C₅₃H₆₁NO₂₇S
Molecular Weight:1176.12
Hs Code.:

2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Synonyms:2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

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Chemical Property of 2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

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Technology Process of 2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

There total 11 articles about 2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-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: 65.0%

: 2935-90-2
Methyl 3-mercaptopropionate

: 470667-91-5
1,3,6-tri-O-acetyl-2-deoxy-2-phthalimido-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranose

: 470667-92-6
2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 25h;
DOI:10.1081/car-120004332

Reference yield:

: 98-88-4
benzoyl chloride

: 470667-92-6
2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: N-iodosuccinimide; trifluoromethanesulfonic acid; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether / 0.33 h / -30 °C

1.2: 40 percent / pyridine / 2.33 h / 80 °C

2.1: H₂; AcOH / Pd/C / 32 h / 20 °C / 1725.14 Torr

3.1: 1.39 g / pyridine / 19 h / 20 °C

4.1: BF₃*Et₂O / toluene / 1 h / 20 °C

5.1: 74 percent / BF₃*Et₂O / CH₂Cl₂ / 6 h / 20 °C

6.1: 91 percent / N-iodosuccinimide; trifluoromethanesulfonic acid; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether / 0.67 h / 20 °C

7.1: H₂; AcOH / Pd/C / 22 h / 20 °C / 760 Torr

8.1: 968 mg / pyridine / 19 h / 20 °C

9.1: 92 percent / BF₃*Et₂O / toluene / 3 h / 20 °C

10.1: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 25 h / 0 - 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; acetic acid; palladium on activated charcoal; In diethyl ether; dichloromethane; toluene;
DOI:10.1081/car-120004332

Reference yield:

: 117253-02-8
2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 470667-92-6
2-(methoxycarbonyl)ethyl 3,6-di-O-acetyl-2-deoxy-2-phthalimido-1-thio-4-O-[4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / N-iodosuccinimide; trifluoromethanesulfonic acid; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether / 0.67 h / 20 °C

2: H₂; AcOH / Pd/C / 22 h / 20 °C / 760 Torr

3: 968 mg / pyridine / 19 h / 20 °C

4: 92 percent / BF₃*Et₂O / toluene / 3 h / 20 °C

5: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 25 h / 0 - 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; acetic acid; palladium on activated charcoal; In diethyl ether; dichloromethane; toluene;
DOI:10.1081/car-120004332