(S)-3-(BENZYLOXY)HEX-5-ENOIC ACID

Base Information

• Chemical Name: (S)-3-(BENZYLOXY)HEX-5-ENOIC ACID
• CAS No.: 906453-97-2
• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.283
• Mol file: 906453-97-2.mol

Synonyms:(S)-3-(BENZYLOXY)HEX-5-ENOIC ACID

Chemical Property of (S)-3-(BENZYLOXY)HEX-5-ENOIC ACID

Chemical Property:

• PSA: 52.32000
• LogP: 2.72360

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-(BENZYLOXY)HEX-5-ENOIC ACID

There total 3 articles about (S)-3-(BENZYLOXY)HEX-5-ENOIC ACID 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:

3-benzyloxy-hex-5-enenitrile (906453-88-1) → (R)-3-benzyloxy-hex-5-enoic acid (906454-06-6) + (S)-3-benzyloxy-hex-5-enoic acid (906453-98-3) + (S)-3-benzyloxy-hex-5-enamide (906453-97-2) + (R)-3-benzyloxy-hex-5-enamide

Guidance literature:

With potassium phosphate buffer; Rhodococcus erythropolis AJ₂₇₀ whole cells; at 30 ℃; for 28h; pH=7.0; Title compound not separated from byproducts;

DOI:10.1021/ol0610688

Reference yield:

3-hydroxy-hex-5-enenitrile → (S)-3-benzyloxy-hex-5-enamide (906453-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: silver(I) oxide

2: Rhodococcus erythropolis AJ₂₇₀ whole cells; potassium phosphate buffer / 28 h / 30 °C / pH 7.0

With potassium phosphate buffer; Rhodococcus erythropolis AJ₂₇₀ whole cells; silver(l) oxide;

DOI:10.1021/ol0610688

Reference yield:

benzyl bromide (100-39-0) → (S)-3-benzyloxy-hex-5-enamide (906453-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: silver(I) oxide

2: Rhodococcus erythropolis AJ₂₇₀ whole cells; potassium phosphate buffer / 28 h / 30 °C / pH 7.0

With potassium phosphate buffer; Rhodococcus erythropolis AJ₂₇₀ whole cells; silver(l) oxide;

DOI:10.1021/ol0610688

upstream raw materials:

3-benzyloxy-hex-5-enenitrile

benzyl bromide

Downstream raw materials:

(R)-3-benzyloxy-hex-5-enoic acid

Refernces

• 1、 Ma, Da-You,Zheng, Qi-Yu,Wang, De-Xian,Wang, Mei-Xiang. "Dramatic enhancement of enantioselectivity of biotransformations of β-hydroxy nitriles using a simple O-benzyl protection/docking group". . p. 3231 - 3234. Retrieved 2007/10/03.