3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside

Base Information

Chemical Name:3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside
CAS No.:148404-72-2
Molecular Formula:C₅₄H₆₅NO₁₇
Molecular Weight:1000.11
Hs Code.:

3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside

Synonyms:3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside

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Chemical Property of 3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside

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Technology Process of 3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside

There total 16 articles about 3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside 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:

: 34637-22-4
3-[(N-benzyloxycarbonyl)amino]propanol

: 148404-72-2
3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 81 percent / N-iodosuccinimide, 4 Angstroem molecular sieves / trifluoromethanesulfonic acid / 1,2-dichloro-ethane; diethyl ether / 0.25 h / 0 °C

2: t-BuOK / methanol / 2 h / 20 °C

3: camphorsulfonic acid / acetone / 2 h / 20 °C

4: 85 percent / 4-methylmorpholine N-oxide, 4 Angstroem molecular sieves / tetrapropylammonium per-ruthenate / 1,2-dichloro-ethane / 0.17 h / 20 °C

5: 90 percent / NaBH₄ / ethanol / 0.17 h / 20 °C

6: aq. AcOH / 3 h / 50 °C

7: camphorsulfonic acid / acetone / 3 h / 20 °C

8: 70 percent / N-iodosuccinimide, 4 Angstroem molecular sieves / trifluoromethanesulfonic acid / 1,2-dichloro-ethane; diethyl ether / 0.17 h / 0 °C

9: 79 percent / N₂H₄*H₂O, AcOH / methanol; ethyl acetate / 17 h / 40 °C

With sodium tetrahydroborate; N-iodo-succinimide; 4 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; hydrazine hydrate; acetic acid; 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate; trifluorormethanesulfonic acid; In methanol; diethyl ether; ethanol; ethyl acetate; 1,2-dichloro-ethane; acetone;
DOI:10.1016/0008-6215(93)80102-K

Reference yield:

: 100-39-0
benzyl bromide

: 148404-72-2
3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) dibutyltin oxide, 2.) CsF / 1.) MeOH, reflux, 4 h, 2.) DMF, 20 deg C, 16 h

2: 92 percent / NaHCO₃ / dimethylformamide / 17 h / 20 °C

3: 61 percent / iodonium di-sym-collidine perchlorate, 4 Angstroem molecular sieves / 1,2-dichloro-ethane; diethyl ether / 0.25 h / 20 °C

4: 70 percent / N-iodosuccinimide, 4 Angstroem molecular sieves / trifluoromethanesulfonic acid / 1,2-dichloro-ethane; diethyl ether / 0.17 h / 0 °C

5: 79 percent / N₂H₄*H₂O, AcOH / methanol; ethyl acetate / 17 h / 40 °C

With N-iodo-succinimide; iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; di(n-butyl)tin oxide; sodium hydrogencarbonate; hydrazine hydrate; acetic acid; cesium fluoride; trifluorormethanesulfonic acid; In methanol; diethyl ether; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80102-K

Reference yield:

: 143570-50-7
ethyl 3-O-benzyl-4-O-chloroacetyl-2-O-methyl-1-thio-β-L-fucopyranoside

: 148404-72-2
3-benzyloxycarbonylaminopropyl 6-deoxy-2-O-<2,4-di-O-benzoyl-3-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-3,4-O-isopropylidene-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / iodonium di-sym-collidine perchlorate, 4 Angstroem molecular sieves / 1,2-dichloro-ethane; diethyl ether / 0.25 h / 20 °C

2: 70 percent / N-iodosuccinimide, 4 Angstroem molecular sieves / trifluoromethanesulfonic acid / 1,2-dichloro-ethane; diethyl ether / 0.17 h / 0 °C

3: 79 percent / N₂H₄*H₂O, AcOH / methanol; ethyl acetate / 17 h / 40 °C

With N-iodo-succinimide; iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; hydrazine hydrate; acetic acid; trifluorormethanesulfonic acid; In methanol; diethyl ether; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1016/0008-6215(93)80102-K