allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside

Base Information

Chemical Name:allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside
CAS No.:1363461-87-3
Molecular Formula:C₂₈H₃₃NO₈
Molecular Weight:511.572
Hs Code.:

Synonyms:allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside

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Technology Process of allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside

There total 1 articles about allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-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: 85.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 391860-75-6
allyl 4,6-O-benzylidene-GlcNAlloc

: 1363461-87-3
allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside

Guidance literature:: With tin(II) trifluoromethanesulfonate; In tetrahydrofuran; at -20 ℃; for 6h; Inert atmosphere;
DOI:10.1002/chem.201003581

Reference yield: 70.0%

: 1363461-87-3
allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside

: 1363461-89-5
allyl 2-allyloxycarbonylamino-4-O-benzyl-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside

Guidance literature:: With dimethylamine borane; boron trifluoride diethyl etherate; In dichloromethane; at -20 - 10 ℃; for 23h; Inert atmosphere;
DOI:10.1002/chem.201003581

Reference yield:

: 1363461-87-3
allyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-α-D-glucopyranoside

: 1363461-65-7
allyl 2-allyloxycarbonylamino-4-O-benzyl-6-O-[4-O-benzyl-2-deoxy-3-O-(4-methoxyphenylmethyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-3-O-benzyloxycarbonyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: dimethylamine borane; boron trifluoride diethyl etherate / dichloromethane / 23 h / -20 - 10 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 1.5 h / -78 °C / Molecular sieve; Inert atmosphere

4: dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

5: dimethylamine borane; boron trifluoride diethyl etherate / dichloromethane / 1.25 h / 0 °C / Inert atmosphere

With dmap; dimethylamine borane; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1002/chem.201003581