2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate

Base Information

Chemical Name:2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate
CAS No.:406460-62-6
Molecular Formula:C₂₄H₂₄Cl₃NO₇
Molecular Weight:544.816
Hs Code.:

Synonyms:2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate

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Technology Process of 2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate

There total 9 articles about 2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl 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: 92.0%

: 545-06-2
trichloroacetonitrile

: 2-O-acetyl-4-O-benzoyl-3-O-benzyl-α,β-L-rhamnopyranose

: 406460-62-6
2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -20 - 20 ℃;
DOI:10.1081/CAR-100108276

Reference yield:

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

: 406460-62-6
2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate

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

6: 92 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / -20 - 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; n-heptane; dichloromethane;
DOI:10.1081/CAR-100108276

Reference yield:

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

: 406460-62-6
2-O-acetyl-4-O-benzoyl-3-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate

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

5: 92 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / -20 - 20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; n-heptane; dichloromethane;
DOI:10.1081/CAR-100108276