benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate

Base Information

• Chemical Name: benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate
• CAS No.: 1264241-09-9
• Molecular Formula: C₂₃H₃₃N₃O₆
• Molecular Weight: 447.532
• Mol file: 1264241-09-9.mol

Synonyms:benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate

Chemical Property of benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate

There total 4 articles about benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate 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: 88.0%

tert-butyl (3S,5S)-5-(hydroxymethyl)pyrrolidin-3-ylcarbamate hydrochloride (1265964-45-1,1865786-36-2) + (S)-2-(benzyloxycarbonylamino)pent-4-enoic acid (78553-51-2) → benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate (1264241-09-9)

Guidance literature:

With 2,4,6-trimethyl-pyridine; HATU; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 17h;

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate (1264241-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / 1,4-dioxane; water

2: 2,4,6-trimethyl-pyridine; HATU / N,N-dimethyl-formamide / 17 h / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; sodium carbonate; HATU; In 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield:

L-allylglycine (16338-48-0) → benzyl N-((1S)-1-[(2S,4S)-4-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-carbonyl-3-butenyl)carbamate (1264241-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / 1,4-dioxane; water

2: 2,4,6-trimethyl-pyridine; HATU / N,N-dimethyl-formamide / 17 h / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; sodium carbonate; HATU; In 1,4-dioxane; water; N,N-dimethyl-formamide;

upstream raw materials:

N-(Benzyloxycarbonyloxy)succinimide

L-allylglycine

tert-butyl (3S,5S)-5-(hydroxymethyl)pyrrolidin-3-ylcarbamate hydrochloride

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

Downstream raw materials:

benzyl N-[(4S,6S,10S)-6-[(tert-butoxycarbonyl)amino]-15-methyl-9,16-dioxo-2-oxa-8,15-diazatricyclo[15.3.1.0^4,8]henicosa-1⁽²¹⁾,12,17,19-tetraen-10-yl]carbamate

C₃₄H₄₄N₄O₇