2-Propenyl 6-deoxy-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranosyl]-alpha-L-mannopyranoside

Base Information

Chemical Name:2-Propenyl 6-deoxy-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranosyl]-alpha-L-mannopyranoside
CAS No.:236731-58-1
Molecular Formula:C43H50O10
Molecular Weight:0
Hs Code.:
Mol file:236731-58-1.mol

Synonyms:2-Propenyl 6-deoxy-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranosyl]-alpha-L-mannopyranoside

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Chemical Property of 2-Propenyl 6-deoxy-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranosyl]-alpha-L-mannopyranoside

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Technology Process of 2-Propenyl 6-deoxy-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranosyl]-alpha-L-mannopyranoside

There total 3 articles about 2-Propenyl 6-deoxy-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranosyl]-alpha-L-mannopyranoside 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:

: 100639-25-6,71695-57-3
allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 236731-58-1
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / TMSOTf / diethyl ether; CH₂Cl₂ / 3 h / -78 - -55 °C

2: 80 percent aq. AcOH / 4.5 h / 70 °C

With trimethylsilyl trifluoromethanesulfonate; acetic acid; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(02)00580-3

Reference yield:

: 90357-89-4
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate

: 236731-58-1
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / TMSOTf / diethyl ether; CH₂Cl₂ / 3 h / -78 - -55 °C

2: 80 percent aq. AcOH / 4.5 h / 70 °C

With trimethylsilyl trifluoromethanesulfonate; acetic acid; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(02)00580-3

Reference yield:

: 311778-83-3
((3aR,4R,6S,7S,7aS)-4-Allyloxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-trimethyl-silane

: 236731-58-1
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / Tf₂O / diethyl ether / 17 h / -25 - 0 °C

2: 95 percent / AcOH; H₂O / 4 h / 60 °C

With trifluoromethylsulfonic anhydride; water; acetic acid; In diethyl ether; 1: Substitution / 2: Hydrolysis;
DOI:10.1080/07328300008544123