2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose

Base Information

Chemical Name:2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose
CAS No.:247214-75-1
Molecular Formula:C₃₈H₅₄O₇
Molecular Weight:622.843
Hs Code.:

Synonyms:2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose

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Chemical Property of 2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose

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Technology Process of 2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose

There total 4 articles about 2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose 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: 95.0%

: 98-88-4
benzoyl chloride

: 247214-73-9
1-[(S)-5-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-tetrahydro-furan-2-yl]-tridecan-1-ol

: 247214-75-1
2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose

Guidance literature:: With pyridine; In dichloromethane;

Reference yield:

: 15890-72-9
laurylmagnesium bromide

: 247214-75-1
2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 1 h / 20 °C

2: 95 percent / pyridine / CH₂Cl₂

With pyridine; In diethyl ether; dichloromethane; 1: Grignard reaction / 2: benzoylation;

Reference yield:

: 221015-03-8
2',5-Anhydro-3-O-benzyl-6-deoxy-5-C-((2'R,S)-2',3'-dihydroxypropyl)-1,2-O-isopropylidene-β-L-idofuranose

: 247214-75-1
2',5-anhydro-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-[3'(R,S)-benzoyloxy-2'(R,S)-hydroxy-pentadecyl]-β-L-idofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.25 h / -70 °C / 2.) Et₃N

2: diethyl ether / 1 h / 20 °C

3: 95 percent / pyridine / CH₂Cl₂

With pyridine; oxalyl dichloride; dimethyl sulfoxide; In diethyl ether; dichloromethane; 1: Oxidation / 2: Grignard reaction / 3: benzoylation;