3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:852570-14-0
Molecular Formula:C₃₉H₄₀N₂O₉
Molecular Weight:680.755
Hs Code.:

Synonyms:3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 4 articles about 3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 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%

: 852570-13-9
3-(benzyloxycarbonylamino)propyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 852570-14-0
3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.5h;
DOI:10.1016/j.tet.2005.02.023

Reference yield:

: 100-39-0
benzyl bromide

: 852570-14-0
3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaH / dimethylformamide / 0 - 20 °C

2: 49 percent / N-iodosuccinimide; triflic acid; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 0 °C

3: 91 percent / NaCNBH₃; HCl; molecular sieves 3 Angstroem / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

With hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.02.023

Reference yield:

: 220645-16-9
4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside

: 852570-14-0
3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaH / dimethylformamide / 0 - 20 °C

2: 49 percent / N-iodosuccinimide; triflic acid; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 0 °C

3: 91 percent / NaCNBH₃; HCl; molecular sieves 3 Angstroem / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

With hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.02.023