(S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: (S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 1027182-23-5
• Molecular Formula: C₃₂H₄₄O₅
• Molecular Weight: 508.698
• Mol file: 1027182-23-5.mol

Synonyms:

Chemical Property of (S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 3 articles about (S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl 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:

(1R,3R,4S)-8-phenylmenthyl glyoxylate (84312-20-9) + 1-(4-methoxybenzyloxy)-2-(2-propyl)-2-propene (148675-55-2) → (S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (1027182-23-5)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -78 ℃; for 0.0833333h;

DOI:10.1016/S0040-4020(01)86347-X

Reference yield:

2-isopropylallyl alcohol (26903-66-2) → (S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (1027182-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) THF, DMF, 0 deg C, 30 min, 2) THF, 120 min

2: SnCl₄ / CH₂Cl₂ / 0.08 h / -78 °C

With tin(IV) chloride; sodium hydride; In dichloromethane;

DOI:10.1016/S0040-4020(01)86347-X

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (S)-2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (1027182-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) THF, DMF, 0 deg C, 30 min, 2) THF, 120 min

2: SnCl₄ / CH₂Cl₂ / 0.08 h / -78 °C

With tin(IV) chloride; sodium hydride; In dichloromethane;

DOI:10.1016/S0040-4020(01)86347-X

upstream raw materials:

(1R,3R,4S)-8-phenylmenthyl glyoxylate

1-(4-methoxybenzyloxy)-2-(2-propyl)-2-propene

2-isopropylallyl alcohol

p-methoxybenzyl chloride

Downstream raw materials:

ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-3-<(diethylphosphoryl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-2,6-octadienoate

ethyl 2-hydroxy-4-<(4-methoxybenzyloxy)methyl>-5-methyl-4-hexenoate

ethyl (4S)-(2Z)-4-<(t-butyldimethylsilyl)oxy>-6-<(4-methoxybenzyloxy)methyl>-7-methyl-3-<(trimethylsilyl)methyl>-2,6-octadienoate

ethyl (2S)-2-<(t-butyldimethylsilyl)oxy>-4-<(4-methoxybenzyloxy)methyl>-5-methyl-4-hexenoate