methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate

Base Information

Chemical Name:methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate
CAS No.:1415677-84-7
Molecular Formula:C₄₃H₅₀N₂O₈S
Molecular Weight:754.945
Hs Code.:

methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate

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Suppliers and Price of methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate

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Chemical Property of methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate

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Technology Process of methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate

There total 5 articles about methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate 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: 74.0%

: 17721-00-5
1,3-thiazol-5-amine

: 1415677-91-6
methyl (2Z)-4-[(1R,3aS,5S,11R,14aS)-13-[(2E)-4-chloro-3-methylbut-2-en-1-yl]-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-methylbut-2-enoate

: 1415677-84-7
methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate

Guidance literature:: With potassium carbonate; potassium iodide; In acetone; at 80 ℃; for 0.0833333h; Microwave irradiation; Sealed tube;
DOI:10.1002/cbdv.201200081

Reference yield:

: 2752-65-0
(-)-gambogic acid

: 1415677-84-7
methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: selenium(IV) oxide; tert.-butylhydroperoxide / dichloromethane / 5 h / 20 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 8 h / 20 °C

3: dmap; p-toluenesulfonyl chloride / dichloromethane / 8 h / 0 °C

4: potassium carbonate / acetone / 24 h / 0 - 20 °C

5: potassium carbonate; potassium iodide / acetone / 0.08 h / 80 °C / Microwave irradiation; Sealed tube

With tert.-butylhydroperoxide; dmap; selenium(IV) oxide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; p-toluenesulfonyl chloride; potassium iodide; In dichloromethane; acetone;
DOI:10.1002/cbdv.201200081

Reference yield:

: 918153-84-1
(2Z)-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-hydroxy-13-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-methylbut-2-enoic acid

: 1415677-84-7
methyl (2Z)-4-{(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-methoxy-3,3,11-trimethyl-11-(4-methylpent-3-en-1-yl)-13-[(2E)-3-methyl-4-(thiazol-5-ylamino)but-2-en-1-yl]-7,15-dioxo-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl}-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 8 h / 20 °C

2: dmap; p-toluenesulfonyl chloride / dichloromethane / 8 h / 0 °C

3: potassium carbonate / acetone / 24 h / 0 - 20 °C

4: potassium carbonate; potassium iodide / acetone / 0.08 h / 80 °C / Microwave irradiation; Sealed tube

With dmap; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; p-toluenesulfonyl chloride; potassium iodide; In dichloromethane; acetone;
DOI:10.1002/cbdv.201200081