methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate

Base Information

Chemical Name:methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate
CAS No.:406460-74-0
Molecular Formula:C₄₃H₄₆O₁₃
Molecular Weight:770.83
Hs Code.:

Synonyms:methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate

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Chemical Property of methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate

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Technology Process of methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate

There total 12 articles about methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate 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: 75.0%

: 311350-24-0
methyl (2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

: 406460-74-0
methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate

Guidance literature:: With sodium acetate; palladium dichloride; In water; acetic acid; at 40 - 45 ℃;
DOI:10.1081/CAR-100108276

Reference yield:

: 406460-49-9
methyl 2,3-O-methylorthoacetyl-α-L-rhamnopyranoside

: 406460-74-0
methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / pyridine / -20 - 20 °C

2: 64 percent / trifluoromethanesulfonic acid / CH₂Cl₂; heptane / -10 - 20 °C

3: 84 percent / H₂SO₄; AcOH / 0.5 h / 20 °C

4: 98 percent / BF₃*Et₂O / CH₂Cl₂ / 0 - 20 °C

5: 30 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; diethyl ether / -40 - 20 °C

6: 75 percent / NaOAc / palladium(II)chloride / acetic acid; H₂O / 40 - 45 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; sodium acetate; acetic acid; palladium dichloride; In diethyl ether; n-heptane; dichloromethane; water; acetic acid;
DOI:10.1081/CAR-100108276

Reference yield:

: 101068-98-8
methyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

: 406460-74-0
methyl (4-O-benzoyl-3-O-benzyl-2-O-acetyl-α-L-rhamnopyranosyl)-(1->4)-2,3-di-O-benzyl-α-D-galactopyranuronate

Guidance literature:: Multi-step reaction with 5 steps

1: 64 percent / trifluoromethanesulfonic acid / CH₂Cl₂; heptane / -10 - 20 °C

2: 84 percent / H₂SO₄; AcOH / 0.5 h / 20 °C

3: 98 percent / BF₃*Et₂O / CH₂Cl₂ / 0 - 20 °C

4: 30 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; diethyl ether / -40 - 20 °C

5: 75 percent / NaOAc / palladium(II)chloride / acetic acid; H₂O / 40 - 45 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; sodium acetate; acetic acid; palladium dichloride; In diethyl ether; n-heptane; dichloromethane; water; acetic acid;
DOI:10.1081/CAR-100108276