methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate

Base Information

• Chemical Name: methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate
• CAS No.: 475291-71-5
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.385
• Mol file: 475291-71-5.mol

Synonyms:methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate

Chemical Property of methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate

There total 6 articles about methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate 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: 49.0%

methyl (3R)-3-[(benzyloxy)carbonylamino]hex-5-enoate (81576-71-8) + allyl bromide (106-95-6) → methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate (475291-71-5)

Guidance literature:

With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 18h;

DOI:10.1021/jo049794g

Reference yield:

(R)-3-Benzyloxycarbonylamino-hex-5-enoic acid (81576-72-9) → methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate (475291-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Me₂S

2: 49 percent / LiCl; LDA / tetrahydrofuran; hexane / -78 - 20 °C

With dimethylsulfide; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/ol0266121

Reference yield:

tert-butyl (R)-3-(((benzyloxy)carbonyl)amino)hex-5-enoate (83436-47-9) → methyl (2R,3R)-2-allyl-3-[(benzyloxy)carbonylamino]hex-5-enoate (475291-71-5)

Guidance literature:

Multi-step reaction with 3 steps

1: TFA / CH₂Cl₂

2: Me₂S

3: 49 percent / LiCl; LDA / tetrahydrofuran; hexane / -78 - 20 °C

With dimethylsulfide; trifluoroacetic acid; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ol0266121

upstream raw materials:

methyl (3R)-3-[(benzyloxy)carbonylamino]hex-5-enoate

allyl bromide

(R)-2-(benzyloxycarbonylamino)pent-4-enoic acid

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

Downstream raw materials:

(1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid methyl ester

(1R,2R)-2-aminocyclohexanecarboxylic acid methyl ester

methyl (1R,2R)-2-(((benzyloxy)carbonyl)amino)cyclohexane-1-carboxylate