1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate

Base Information

Chemical Name:1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate
CAS No.:915149-96-1
Molecular Formula:C₃₆H₅₀Cl₃NO₈Si
Molecular Weight:759.239
Hs Code.:

Synonyms:1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate

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Chemical Property of 1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate

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Technology Process of 1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate

There total 15 articles about 1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] 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:

: allyl 2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-D-mannopyranoside

: 915149-96-1
1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / NaOMe / CH₂Cl₂; methanol / 16 h / 20 °C

2: 94 percent / 4-(dimethylamino)pyridine; N,N'-diisopropylcarbodiimide / CH₂Cl₂ / 0 - 20 °C

3: 0.497 g / PPh₃; diethylamine / Pd(OAc)2 / methanol / 20 h / 20 °C

4: 0.527 g / DBU / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylamine; triphenylphosphine; diisopropyl-carbodiimide; palladium diacetate; In methanol; dichloromethane;
DOI:10.1021/jo061233x

Reference yield:

: 915150-05-9
allyl 3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranoside

: 915149-96-1
1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: 0.497 g / PPh₃; diethylamine / Pd(OAc)2 / methanol / 20 h / 20 °C

2: 0.527 g / DBU / CH₂Cl₂ / 0.5 h / 0 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylamine; triphenylphosphine; palladium diacetate; In methanol; dichloromethane;
DOI:10.1021/jo061233x

Reference yield:

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

: 915149-96-1
1-O-[3,4-di-O-benzyl-2-O-levulinoyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / 4-(dimethylamino)pyridine; N,N'-diisopropylcarbodiimide / CH₂Cl₂ / 0 - 20 °C

2: 0.497 g / PPh₃; diethylamine / Pd(OAc)2 / methanol / 20 h / 20 °C

3: 0.527 g / DBU / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylamine; triphenylphosphine; diisopropyl-carbodiimide; palladium diacetate; In methanol; dichloromethane;
DOI:10.1021/jo061233x