(5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate

Base Information

Chemical Name:(5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate
CAS No.:1454782-85-4
Molecular Formula:C₂₅H₂₆O₉
Molecular Weight:471.468
Hs Code.:

Synonyms:(5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate

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Chemical Property of (5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate

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Technology Process of (5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate

There total 3 articles about (5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate 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: 58.0%

: 1454782-75-2
(10R,11S,15R,16R)-16-deutero-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0(11,15)]hexadeca-1⁽⁹⁾,2,7-trien-12-one

: 802294-64-0,79-09-4
propionic acid

: 1454782-85-4
(5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

Reference yield:

: 1454782-85-4
(5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate

Guidance literature:: Multi-step reaction with 3 steps

1: dipyridinium dichromate / dichloromethane / 1.5 h

2: sodium borodeuteride; methanol / 0 °C

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With methanol; dmap; dipyridinium dichromate; sodium borodeuteride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

Reference yield:

: 477-48-5
(5aR,8aS,9R)-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-dione

: 1454782-85-4
(5S,5aR,8aS,9R)-5-deutero-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl propionate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium borodeuteride; methanol / 0 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With methanol; dmap; sodium borodeuteride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;