(R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:(R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:159751-81-2
Molecular Formula:C₃₇H₅₀O₇
Molecular Weight:606.8
Hs Code.:

(R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Synonyms:(R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

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Chemical Property of (R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

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Technology Process of (R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

There total 19 articles about (R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl 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: 77.0%

: 159751-80-1
(R)-2-[(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-ynyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

: 159751-81-2
(R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With hydrogen; Lindlar's catalyst; In ethyl acetate;
DOI:10.1016/S0040-4039(00)73355-7

Reference yield:

: 159751-63-0
(R)-5-Hydroxy-2,2,4-trimethyl-pentanoic acid ethyl ester

: 159751-81-2
(R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: (COCl)2, Et₃N, DMSO / CH₂Cl₂

2: BF₃*OEt₂ / CH₂Cl₂

3: 93 percent / LiAlH₄ / diethyl ether

4: 98 percent / imidazole / dimethylformamide

5: 99 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

6: 93 percent / n-Bu₄NF / tetrahydrofuran

7: 92 percent / SO₃*pyridine, Et₃N, DMSO / CH₂Cl₂

8: 93 percent / n-BuLi / tetrahydrofuran

9: 87 percent / SO₃*pyridine, DMSO, Et₃N / CH₂Cl₂

10: 85 percent / NCS, AgNO₃, H₂O / acetonitrile

11: 56 percent / H₂O, TFA / CHCl₃

12: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

13: diethyl ether

14: 77 percent / H₂ / Lindar catalyst / ethyl acetate

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; pyridine-SO₃ complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; hydrogen; tert.-butyl lithium; silver nitrate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)73355-7

Reference yield:

: 159751-65-2
(R)-4-[1,3]Dithian-2-yl-2,2-dimethyl-pentan-1-ol

: 159751-81-2
(R)-2-[(Z)-(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-4-methoxymethoxy-3,5-dimethyl-oct-1-enyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / imidazole / dimethylformamide

2: 99 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

3: 93 percent / n-Bu₄NF / tetrahydrofuran

4: 92 percent / SO₃*pyridine, Et₃N, DMSO / CH₂Cl₂

5: 93 percent / n-BuLi / tetrahydrofuran

6: 87 percent / SO₃*pyridine, DMSO, Et₃N / CH₂Cl₂

7: 85 percent / NCS, AgNO₃, H₂O / acetonitrile

8: 56 percent / H₂O, TFA / CHCl₃

9: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

10: diethyl ether

11: 77 percent / H₂ / Lindar catalyst / ethyl acetate

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; N-chloro-succinimide; n-butyllithium; 2-methyl-but-2-ene; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; water; hydrogen; tert.-butyl lithium; silver nitrate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)73355-7