.beta.-D-Allopyranoside, (3aS,4R,5R,6R,6aS)-2-(dimethylamino)-3a,5,6,6a-tetrahydro-5-hydroxy-6-(phenylmethoxy)methyl-4H-cyclopentoxazol-4-yl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

Base Information

Chemical Name:.beta.-D-Allopyranoside, (3aS,4R,5R,6R,6aS)-2-(dimethylamino)-3a,5,6,6a-tetrahydro-5-hydroxy-6-(phenylmethoxy)methyl-4H-cyclopentoxazol-4-yl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-
CAS No.:186041-00-9
Molecular Formula:C₄₄H₄₅N₃O₁₀
Molecular Weight:775.855
Hs Code.:

.beta.-D-Allopyranoside, (3aS,4R,5R,6R,6aS)-2-(dimethylamino)-3a,5,6,6a-tetrahydro-5-hydroxy-6-(phenylmethoxy)methyl-4H-cyclopentoxazol-4-yl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

Synonyms:.beta.-D-Allopyranoside, (3aS,4R,5R,6R,6aS)-2-(dimethylamino)-3a,5,6,6a-tetrahydro-5-hydroxy-6-(phenylmethoxy)methyl-4H-cyclopentoxazol-4-yl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

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Chemical Property of .beta.-D-Allopyranoside, (3aS,4R,5R,6R,6aS)-2-(dimethylamino)-3a,5,6,6a-tetrahydro-5-hydroxy-6-(phenylmethoxy)methyl-4H-cyclopentoxazol-4-yl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

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Technology Process of .beta.-D-Allopyranoside, (3aS,4R,5R,6R,6aS)-2-(dimethylamino)-3a,5,6,6a-tetrahydro-5-hydroxy-6-(phenylmethoxy)methyl-4H-cyclopentoxazol-4-yl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-

There total 2 articles about .beta.-D-Allopyranoside, (3aS,4R,5R,6R,6aS)-2-(dimethylamino)-3a,5,6,6a-tetrahydro-5-hydroxy-6-(phenylmethoxy)methyl-4H-cyclopentoxazol-4-yl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)- 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:

: 124583-64-8,124648-52-8,124648-53-9,124648-54-0,134875-86-8
(1S,5R)-8-exo-benzyloxymethyl-3-dimethylamino-6-exo,7-endo-dihydroxy-2-oxa-4-azabicyclo<3.3.0>octan-3-ene

: 186041-00-9
2-[(4aR,6R,7R,8S,8aS)-8-Benzyloxy-6-((3aS,4R,5R,6R,6aS)-6-benzyloxymethyl-2-dimethylamino-5-hydroxy-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazol-4-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / H₂ / Pd/C / methanol; acetic acid / 96 h / 2844.3 Torr

2: TMSOTf, 4A molecular sieves / CH₂Cl₂ / 0 deg C, 20 min; rt, 20 min

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;
DOI:10.1016/S0008-6215(96)00172-3

Reference yield:

: 103766-13-8
(1S,5R)-3-dimethylamino-6-exo-7-endo-dihydroxy-8-exo-hydroxymethyl-2-oxa-4-azabicyclo<3.3.0>oct-3-ene

: 165874-24-8
2,2,2-Trichloro-acetimidic acid (4aR,6S,7R,8S,8aS)-8-benzyloxy-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

: 2-[(4aR,6R,7R,8S,8aS)-8-Benzyloxy-6-((3aR,4R,5R,6S,6aS)-6-benzyloxymethyl-2-dimethylamino-4-hydroxy-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazol-5-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

: 186041-00-9
2-[(4aR,6R,7R,8S,8aS)-8-Benzyloxy-6-((3aS,4R,5R,6R,6aS)-6-benzyloxymethyl-2-dimethylamino-5-hydroxy-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazol-4-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 0 deg C, 20 min; rt, 20 min;
DOI:10.1016/S0008-6215(96)00172-3