(S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester

Base Information

Chemical Name:(S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester
CAS No.:548757-16-0
Molecular Formula:C₃₆H₄₅NO₅SSi
Molecular Weight:631.909
Hs Code.:

(S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester

Synonyms:(S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester

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Chemical Property of (S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester

There total 6 articles about (S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester 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:

: 548757-15-9
(S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

: 548757-16-0
(S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 173 mg / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.75 h / 20 °C

2: 82 percent / KOH / H₂O; methanol / 1 h / 20 °C

3: oxalyl chloride / dimethylformamide; benzene / 1 h / 20 °C

4: CH₂Cl₂ / 2 h / 20 °C

With dmap; potassium hydroxide; oxalyl dichloride; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo034129d

Reference yield:

: 548756-89-4
methyl (3R,4R,5R,11S)-2-acetoxy-1,4:3,5-diepoxy-1,2-secoeudesman-13-oate

: 548757-16-0
(S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: KOH / H₂O; methanol / 23 h / 40 °C

2: 173 mg / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.75 h / 20 °C

3: 82 percent / KOH / H₂O; methanol / 1 h / 20 °C

4: oxalyl chloride / dimethylformamide; benzene / 1 h / 20 °C

5: CH₂Cl₂ / 2 h / 20 °C

With dmap; potassium hydroxide; oxalyl dichloride; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo034129d

Reference yield:

: 548756-88-3
methyl (3R,4R,5R,11S)-2-acetoxy-3,5-epoxy-1,4-dihydroxy-1,2-secoeudesman-13-oate

: 548757-16-0
(S)-2-[(2R,2aR,4aS,7R,8aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl]-propionic acid 2-thioxo-2H-pyridin-1-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / triphenylphosphine; diethyl azodicarboxylate / CHCl₃ / 0.5 h / 20 °C

2: KOH / H₂O; methanol / 23 h / 40 °C

3: 173 mg / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.75 h / 20 °C

4: 82 percent / KOH / H₂O; methanol / 1 h / 20 °C

5: oxalyl chloride / dimethylformamide; benzene / 1 h / 20 °C

6: CH₂Cl₂ / 2 h / 20 °C

With dmap; potassium hydroxide; oxalyl dichloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; benzene; 1: Mitsunobu reaction;
DOI:10.1021/jo034129d