3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Base Information

Chemical Name:3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside
CAS No.:179337-26-9
Molecular Formula:C₄₅H₄₉NO₁₄
Molecular Weight:827.882
Hs Code.:

Synonyms:3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

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Chemical Property of 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

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Technology Process of 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

There total 11 articles about 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-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: 81.0%

: 179337-25-8
3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-[2-O-benzoyl-3-O-(p-methoxybenzyl)-4-O-methyl-α-L-rhamnopyranosyl]-α-L-rhamnopyranoside

: 179337-26-9
3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 0.75h; Ambient temperature;
DOI:10.1080/07328309608005677

Reference yield:

: 98-88-4
benzoyl chloride

: 179337-26-9
3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / pyridine / 1.5 h / Ambient temperature

2: 97 percent / 4 Angstroem molecular sieves, NIS, TfOH / 1,2-dichloro-ethane; diethyl ether / 0.08 h / 0 °C

3: 88 percent / DDQ / CH₂Cl₂; H₂O / 1 h / Ambient temperature

4: 1.) 4 Angstroem molecular sieves, 2.) NIS, TfOH / 1.) 1,2-dichloroethane, diethyl ether, r.t., 20 min, 2.) -30 deg C, 15 min

5: 81 percent / DDQ / CH₂Cl₂; H₂O / 0.75 h / Ambient temperature

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1080/07328309608005677

Reference yield:

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

: 179337-26-9
3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / 4 Angstroem molecular sieves, NIS, TfOH / 1,2-dichloro-ethane; diethyl ether / 0.08 h / 0 °C

2: 88 percent / DDQ / CH₂Cl₂; H₂O / 1 h / Ambient temperature

3: 1.) 4 Angstroem molecular sieves, 2.) NIS, TfOH / 1.) 1,2-dichloroethane, diethyl ether, r.t., 20 min, 2.) -30 deg C, 15 min

4: 81 percent / DDQ / CH₂Cl₂; H₂O / 0.75 h / Ambient temperature

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1080/07328309608005677