(9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate

Base Information

Chemical Name:(9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate
CAS No.:90295-64-0
Molecular Formula:C₃₂H₅₁N₂O₅P
Molecular Weight:574.741
Hs Code.:

Synonyms:(9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate

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Technology Process of (9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate

There total 8 articles about (9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate 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: 77.0%

: 1605-65-8
N,N,N',N'-Tetramethylphosphorodiamidic chloride

: 80326-87-0
(9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picrasan-1-one

: 90295-64-0
(9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; 1.)0 deg C, 1,5 h; 2.)25 deg C, 2 h;
DOI:10.1021/jo00187a009

Reference yield:

: 75924-46-8
(1β,9β,16β)-1-hydroxy-16-methoxypicras-12-ene

: 90295-64-0
(9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

2: 81 percent / 1.)Diborane, 2.)3 N NaOH, 30percent H₂O₂ / tetrahydrofuran / 1.)R_.T_., 3 h, 2.)50 deg C, 2 h

3: 75 percent / 1.)NaH, 2.)tetra-n-butylammonium iodide / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.)0 deg C, 2.)55 deg C, 17 h

4: 96 percent / pyridinium p-toluenesulfonate / methanol; tetrahydrofuran / 3.5 h / 55 °C

5: 92 percent / CrO₃*Py₂ / CH₂Cl₂ / Ambient temperature

6: 77 percent / Li-Diisopropylamine, hexamethylphosphoramide / tetrahydrofuran / 1.)0 deg C, 1,5 h; 2.)25 deg C, 2 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; dihydrogen peroxide; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; dipyridine chromium trioxide; sodium hydride; diborane; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1021/jo00187a009

Reference yield:

: 80326-86-9
(1β,9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picrasan-1-ol

: 90295-64-0
(9β,12β,16β)-16-Methoxy-12-(phenylmethoxy)picras-1-en-1-ol Tetramethylphosphorodiamidate

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / CrO₃*Py₂ / CH₂Cl₂ / Ambient temperature

2: 77 percent / Li-Diisopropylamine, hexamethylphosphoramide / tetrahydrofuran / 1.)0 deg C, 1,5 h; 2.)25 deg C, 2 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dipyridine chromium trioxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00187a009