7-Octenoic acid, 3-hydroxy-6-methyl-5-(phenylmethoxy)-, (1R)-2-hydroxy-1,2,2-triphenylethyl ester, (3S,5S,6S)-

Base Information

Chemical Name:7-Octenoic acid, 3-hydroxy-6-methyl-5-(phenylmethoxy)-, (1R)-2-hydroxy-1,2,2-triphenylethyl ester, (3S,5S,6S)-
CAS No.:850004-48-7
Molecular Formula:C36H38O5
Molecular Weight:550.695
Hs Code.:

Synonyms:

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Chemical Property of 7-Octenoic acid, 3-hydroxy-6-methyl-5-(phenylmethoxy)-, (1R)-2-hydroxy-1,2,2-triphenylethyl ester, (3S,5S,6S)-

Chemical Property:

Purity/Quality:

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Technology Process of 7-Octenoic acid, 3-hydroxy-6-methyl-5-(phenylmethoxy)-, (1R)-2-hydroxy-1,2,2-triphenylethyl ester, (3S,5S,6S)-

There total 5 articles about 7-Octenoic acid, 3-hydroxy-6-methyl-5-(phenylmethoxy)-, (1R)-2-hydroxy-1,2,2-triphenylethyl ester, (3S,5S,6S)- 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:

: 95061-47-5
(R)-2-acetoxy-1,1,2-triphenylethanol

: 850004-25-0
(3S,4S)-3-Benzyloxy-4-methyl-hex-5-enal

: 850004-48-7
(3S,5S,6S)-5-Benzyloxy-3-hydroxy-6-methyl-oct-7-enoic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester

Guidance literature:: (R)-2-acetoxy-1,1,2-triphenylethanol; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 0 ℃;

With magnesium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

(3S,4S)-3-Benzyloxy-4-methyl-hex-5-enal; In tetrahydrofuran; diethyl ether; at -115 ℃; for 2h;
DOI:10.1021/ja0422007

Reference yield:

: 850004-47-6
(3S,4S)-4-benzyloxy-6-hydroxy-3-methylhex-1-ene

: 850004-48-7
(3S,5S,6S)-5-Benzyloxy-3-hydroxy-6-methyl-oct-7-enoic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 23 °C

2.1: LDA / tetrahydrofuran / -78 - 0 °C

2.2: MgBr₂ / tetrahydrofuran; diethyl ether / 1 h / -78 °C

2.3: tetrahydrofuran; diethyl ether / 2 h / -115 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation;
DOI:10.1021/ja0422007

Reference yield:

: 850004-46-5
(3S,4S)-4-benzyloxy-6-{[(tert-butyldimethyl)silyl]oxy}-3-methylhex-1-ene

: 850004-48-7
(3S,5S,6S)-5-Benzyloxy-3-hydroxy-6-methyl-oct-7-enoic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutylammonium fluoride / tetrahydrofuran / 0.67 h / 23 °C

2.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 23 °C

3.1: LDA / tetrahydrofuran / -78 - 0 °C

3.2: MgBr₂ / tetrahydrofuran; diethyl ether / 1 h / -78 °C

3.3: tetrahydrofuran; diethyl ether / 2 h / -115 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 2.1: Swern oxidation;
DOI:10.1021/ja0422007