methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

Base Information

Chemical Name:methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate
CAS No.:852068-18-9
Molecular Formula:C₄₆H₆₀N₄O₁₆
Molecular Weight:925
Hs Code.:

methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

Synonyms:methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

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Chemical Property of methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

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Technology Process of methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

There total 9 articles about methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate 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:

: 3-(6-aminomethyl-2,2-diethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy)-2-benzyloxycarbonylamino-3-[6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-propionic acid methyl ester

: 24424-99-5
di-tert-butyl dicarbonate

: 852068-18-9
methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; water; benzene; at 20 ℃; for 1h;
DOI:10.1002/anie.200462439

Reference yield:

: 852068-17-8
methyl 5-O-[5-azido-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-{[(benzyloxy)carbonyl]amino}-1-{3-[(benzyloxy)methyl]uracil-1-yl}-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

: 852068-18-9
methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

Guidance literature:: Multi-step reaction with 2 steps

1: PPh₃ / H₂O; tetrahydrofuran; benzene

2: H₂O; tetrahydrofuran; benzene

With triphenylphosphine; In tetrahydrofuran; water; benzene;
DOI:10.1016/j.tet.2007.01.055

Reference yield:

: 852068-15-6
methyl 6-{[(benzyloxy)carbonyl]amino}-1-{3-[(benzyloxy)methyl]uracil-1-yl}-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

: 852068-18-9
methyl 5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-6-benzyloxycarbonylamino-1-(3-benzyloxymethyluracil-1-yl)-6-deoxy-2,3-O-isopropylidene-β-D-glycero-L-talo-heptofuranuronate

Guidance literature:: Multi-step reaction with 3 steps

1: BF₃*Et₂O / CH₂Cl₂ / -30 °C

2: PPh₃ / H₂O; tetrahydrofuran; benzene

3: H₂O; tetrahydrofuran; benzene

With boron trifluoride diethyl etherate; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/j.tet.2007.01.055