Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-(4-methoxy-phenylcarbamoyloxy)-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.0^1,8]tetradec-3-yl ester

Base Information

• Chemical Name: Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-(4-methoxy-phenylcarbamoyloxy)-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.0^1,8]tetradec-3-yl ester
• CAS No.: 569657-87-0
• Molecular Formula: C₃₀H₃₉NO₇
• Molecular Weight: 525.642

Synonyms:

Chemical Property of Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-(4-methoxy-phenylcarbamoyloxy)-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.0^1,8]tetradec-3-yl ester

Chemical Property:

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MSDS Files:

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Technology Process of Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-(4-methoxy-phenylcarbamoyloxy)-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.0^1,8]tetradec-3-yl ester

There total 3 articles about Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-(4-methoxy-phenylcarbamoyloxy)-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.0^1,8]tetradec-3-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: 60.0%

4-Methoxyphenyl isocyanate (5416-93-3) + Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-hydroxy-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.01,8]tetradec-3-yl ester (569657-84-7) → Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-(4-methoxy-phenylcarbamoyloxy)-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.01,8]tetradec-3-yl ester (569657-87-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In chloroform; Heating;

DOI:10.1016/S0960-894X(03)00297-X

Reference yield:

(1R,2R,3S,4S,6R,7R,8S,14R)-3,6-Dihydroxy-2,4,7,14-tetramethyl-4-vinyl-tricyclo[5.4.3.01,8]tetradecane-9,12-dione (569657-83-6) → Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-(4-methoxy-phenylcarbamoyloxy)-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.01,8]tetradec-3-yl ester (569657-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / DMA; pyridine / 20 °C

2: 60 percent / i-Pr₂NEt / CHCl₃ / Heating

With pyridine; 2,4-dichlorophenoxyacetic acid dimethylamine; N-ethyl-N,N-diisopropylamine; In chloroform;

DOI:10.1016/S0960-894X(03)00297-X

Reference yield:

8-hydroxymutilin → Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-(4-methoxy-phenylcarbamoyloxy)-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.01,8]tetradec-3-yl ester (569657-87-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / NMO; tetrapropylammonium perruthenate; 4 Angstroem molecular sieves / acetonitrile / 0 °C

2: 54 percent / DMA; pyridine / 20 °C

3: 60 percent / i-Pr₂NEt / CHCl₃ / Heating

With pyridine; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; 2,4-dichlorophenoxyacetic acid dimethylamine; N-ethyl-N,N-diisopropylamine; In chloroform; acetonitrile;

DOI:10.1016/S0960-894X(03)00297-X

upstream raw materials:

4-Methoxyphenyl isocyanate

Acetic acid (1R,2R,3S,4S,6R,7R,8S,14R)-6-hydroxy-2,4,7,14-tetramethyl-9,12-dioxo-4-vinyl-tricyclo[5.4.3.0^1,8]tetradec-3-yl ester

(1R,2R,3S,4S,6R,7R,8S,14R)-3,6-Dihydroxy-2,4,7,14-tetramethyl-4-vinyl-tricyclo[5.4.3.0^1,8]tetradecane-9,12-dione

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