benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside

Base Information

Chemical Name:benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside
CAS No.:73982-98-6
Molecular Formula:C₂₉H₃₁NO₈
Molecular Weight:521.567
Hs Code.:

Synonyms:benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside

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Chemical Property of benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside

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Technology Process of benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside

There total 5 articles about benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside 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: 91.0%

: 136918-14-4,85-41-6
phthalimide

: 73982-90-8,74034-12-1
benzyl 4-O-(2,3-dideoxy-α-L-glycero-pent-2-enopyranosyl)-2,3-isopropylidene-α-L-rhamnopyranoside

: 73982-98-6
benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: With diethylazodicarboxylate; In tetrahydrofuran; for 1h;
DOI:10.1016/S0008-6215(00)85314-8

Reference yield:

: 53270-14-7
benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 73982-98-6
benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 24 percent / 10 mol percent stannic chloride / 1,2-dichloro-ethane / 3 h / Ambient temperature

2: 77.3 percent / LiAlH₄ / diethyl ether / 0.5 h

3: 91 percent / diethyl azodicarboxylate / tetrahydrofuran / 1 h

With lithium aluminium tetrahydride; tin(IV) chloride; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)85314-8

Reference yield:

: 71443-22-6,63096-93-5
1-O-benzoyl-2,3-dideoxy-D,L-pent-2-enopyranos-4-ulose

: 73982-98-6
benzyl 2,3-O-isopropylidene-4-O-(4-N-phthalimido-2,3,4-trideoxy-β-D-glycero-pent-2-enopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 24 percent / 10 mol percent stannic chloride / 1,2-dichloro-ethane / 3 h / Ambient temperature

2: 77.3 percent / LiAlH₄ / diethyl ether / 0.5 h

3: 91 percent / diethyl azodicarboxylate / tetrahydrofuran / 1 h

With lithium aluminium tetrahydride; tin(IV) chloride; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)85314-8