(R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-((R)-2-tert-butoxycarbonylamino-hex-4-ynoyloxy)benzyl ester

Base Information

• Chemical Name: (R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-((R)-2-tert-butoxycarbonylamino-hex-4-ynoyloxy)benzyl ester
• CAS No.: 346707-65-1
• Molecular Formula: C₃₀H₄₀N₂O₈
• Molecular Weight: 556.656
• Mol file: 346707-65-1.mol

Synonyms:

Chemical Property of (R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-((R)-2-tert-butoxycarbonylamino-hex-4-ynoyloxy)benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-((R)-2-tert-butoxycarbonylamino-hex-4-ynoyloxy)benzyl ester

There total 6 articles about (R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-((R)-2-tert-butoxycarbonylamino-hex-4-ynoyloxy)benzyl 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:

di-tert-butyl dicarbonate (24424-99-5) → (R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-((R)-2-tert-butoxycarbonylamino-hex-4-ynoyloxy)benzyl ester (346707-65-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / aq. NaOH / dioxane / 3 h / 0 - 20 °C

2: 77 percent / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 0 - 20 °C

3: N,N'-dicyclohexylcarbodiimide; DMAP; DMAP*HCl / CH₂Cl₂ / 16 h / Heating

With dmap; sodium hydroxide; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jo001734x

Reference yield:

(R)-2-amino-4-hexynoic acid (346707-82-2) → (R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-((R)-2-tert-butoxycarbonylamino-hex-4-ynoyloxy)benzyl ester (346707-65-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / aq. NaOH / dioxane / 3 h / 0 - 20 °C

2: 77 percent / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 0 - 20 °C

3: N,N'-dicyclohexylcarbodiimide; DMAP; DMAP*HCl / CH₂Cl₂ / 16 h / Heating

With dmap; sodium hydroxide; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jo001734x

Reference yield:

(R)-2-amino-4-hexynoic acid amide (771466-51-4) → (R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-((R)-2-tert-butoxycarbonylamino-hex-4-ynoyloxy)benzyl ester (346707-65-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / Rhodococcus erythropolis NCIB cells / aq. phosphate buffer / 3 h / 37 °C / pH 8 / Microbiological reaction

2: 81 percent / aq. NaOH / dioxane / 3 h / 0 - 20 °C

3: 77 percent / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 0 - 20 °C

4: N,N'-dicyclohexylcarbodiimide; DMAP; DMAP*HCl / CH₂Cl₂ / 16 h / Heating

With dmap; sodium hydroxide; Rhodococcus erythropolis NCIB cells; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide; In 1,4-dioxane; phosphate buffer; dichloromethane;

DOI:10.1021/jo001734x

upstream raw materials:

(R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid

(R)-2-tert-butoxycarbonylamino-hex-4-ynoic acid 3-hydroxymethylbenzyl ester

1,3-dimethanol benzene

di-tert-butyl dicarbonate