3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

Base Information

Chemical Name:3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside
CAS No.:148404-68-6
Molecular Formula:C₂₀H₂₉NO₇
Molecular Weight:395.453
Hs Code.:

Synonyms:3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

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Chemical Property of 3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

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Technology Process of 3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

There total 5 articles about 3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-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: 90.0%

: 148404-67-5
3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranosid-4-ulose

: 148404-68-6
3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃; for 0.166667h;
DOI:10.1016/0008-6215(93)80102-K

Reference yield:

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

: 148404-68-6
3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 148404-64-2
3-benzyloxycarbonylaminopropyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranoside

: 148404-68-6
3-benzyloxycarbonylaminopropyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: t-BuOK / methanol / 2 h / 20 °C

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

3: 85 percent / 4-methylmorpholine N-oxide, 4 Angstroem molecular sieves / tetrapropylammonium per-ruthenate / 1,2-dichloro-ethane / 0.17 h / 20 °C

4: 90 percent / NaBH₄ / ethanol / 0.17 h / 20 °C

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