Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid

Base Information

• Chemical Name: Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid
• CAS No.: 1229394-75-5
• Molecular Formula: C₁₉H₁₈N₄O₄
• Molecular Weight: 366.376
• Hs Code.: 9999999999

Synonyms:Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid

Chemical Property of Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-Abu(3-N3)-OH(2R,3R) ^*data from reagent suppliers

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Technology Process of Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid

There total 1 articles about Fmoc-(2R,3R)-2-amino-3-azidobutanoic 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:

C4H8N4O2 (1229394-77-7) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid (1229394-75-5)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; pH=8 - 9;

DOI:10.1002/ejoc.200901345

Reference yield:

(S)-4-methylhexanoic acid (1730-89-8) + Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid (1229394-75-5) + Fmoc-Val-OH (68858-20-8) + N-(9-Fluorenylmethoxycarbonyl)-D-alloisoleucine (118904-37-3,251316-98-0) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + Fmoc-Orn(Boc)-OH (109425-55-0,118476-89-4) + (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (71989-31-6,109425-54-9,144829-96-9,101555-62-8) + N-(9-fluorenylmethoxycarbonyl)-D-valine (84624-17-9) → C66H118N14O15

Guidance literature:

N-(9-fluorenylmethoxycarbonyl)-D-valine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h;

With piperidine; In N,N-dimethyl-formamide; for 0.266667h; solid phase reaction;

(S)-4-methylhexanoic acid; Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid; Fmoc-Val-OH; N-(9-Fluorenylmethoxycarbonyl)-D-alloisoleucine; Fmoc-Thr(tBu)-OH; Fmoc-Orn(Boc)-OH; (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester; N-(9-fluorenylmethoxycarbonyl)-D-valine; Further stages;

DOI:10.1002/ejoc.200901345

Reference yield:

(S)-4-methylhexanoic acid (1730-89-8) + Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid (1229394-75-5) + Fmoc-Val-OH (68858-20-8) + N-(9-Fluorenylmethoxycarbonyl)-D-alloisoleucine (118904-37-3,251316-98-0) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + Fmoc-Orn(Boc)-OH (109425-55-0,118476-89-4) + (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (71989-31-6,109425-54-9,144829-96-9,101555-62-8) + N-(9-fluorenylmethoxycarbonyl)-D-valine (84624-17-9) → (4S)-MeHex-D-Val-Thr(tBu)-Val-D-Val-D-Pro-Orn(Boc)-D-aIle-(2R,3R)-Dab-D-aIle-D-Val-OH

Guidance literature:

N-(9-fluorenylmethoxycarbonyl)-D-valine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h;

With piperidine; In N,N-dimethyl-formamide; for 0.266667h; solid phase reaction;

(S)-4-methylhexanoic acid; Fmoc-(2R,3R)-2-amino-3-azidobutanoic acid; Fmoc-Val-OH; N-(9-Fluorenylmethoxycarbonyl)-D-alloisoleucine; Fmoc-Thr(tBu)-OH; Fmoc-Orn(Boc)-OH; (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester; N-(9-fluorenylmethoxycarbonyl)-D-valine; Further stages;

DOI:10.1002/ejoc.200901345

upstream raw materials:

C₄H₈N₄O₂

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

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