Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester

Base Information

• Chemical Name: Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester
• CAS No.: 652153-29-2
• Molecular Formula: C₃₇H₄₄O₆S
• Molecular Weight: 616.819
• Mol file: 652153-29-2.mol

Synonyms:Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester

Chemical Property of Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester

There total 16 articles about Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl 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: 80.0%

phenylcarbonochloridothioate (1005-56-7) + (4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione (652153-21-4) → Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester (652153-29-2)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 16h;

DOI:10.1002/hlca.200390315

Reference yield:

O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) → Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester (652153-29-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 77 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 1 h / 0 °C

2.1: 53 percent / LiHMDS / tetrahydrofuran / 0.25 h / -78 °C

3.1: Cs₂CO₃ / ethyl acetate / 96 h / 20 °C

3.2: 70 percent / morpholine; [Pd(PPh₃)4] / tetrahydrofuran / 1 h / 20 °C

4.1: 99 percent / NaBH₄ / tetrahydrofuran; methanol / 1 h / 0 °C

5.1: 80 percent / pyridine / DMAP / CH₂Cl₂ / 16 h

With pyridine; sodium tetrahydroborate; trifluorormethanesulfonic acid; caesium carbonate; lithium hexamethyldisilazane; dmap; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1002/hlca.200390315

Reference yield:

1-[(4aR,6R,8aS)-3,4,4a,5,6,7,8,8a-octahydro-6-hydroxy-8a-methylnaphthalen-1-yl]ethanone (652153-19-0) → Thiocarbonic acid O-((4aR,4bS,6aR,8R,10aR,10bR,12aR)-8-benzyloxy-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-1,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-4H-chrysen-4a-ylmethyl) ester O-phenyl ester (652153-29-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 77 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 1 h / 0 °C

2.1: 53 percent / LiHMDS / tetrahydrofuran / 0.25 h / -78 °C

3.1: Cs₂CO₃ / ethyl acetate / 96 h / 20 °C

3.2: 70 percent / morpholine; [Pd(PPh₃)4] / tetrahydrofuran / 1 h / 20 °C

4.1: 99 percent / NaBH₄ / tetrahydrofuran; methanol / 1 h / 0 °C

5.1: 80 percent / pyridine / DMAP / CH₂Cl₂ / 16 h

With pyridine; sodium tetrahydroborate; trifluorormethanesulfonic acid; caesium carbonate; lithium hexamethyldisilazane; dmap; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1002/hlca.200390315

upstream raw materials:

phenylcarbonochloridothioate

(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

O-benzyl 2,2,2-trichloroacetimidate

(4aR,6R,8aR)-6-hydroxy-8a-methyloctahydronaphthalen-1(2H)-one

Downstream raw materials:

(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-2-methoxy-1,1,4a,10a-tetramethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione