(S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester

Base Information

• Chemical Name: (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester
• CAS No.: 350817-16-2
• Molecular Formula: C₃₆H₆₁NO₆
• Molecular Weight: 603.883
• Mol file: 350817-16-2.mol

Synonyms:(S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester

Chemical Property of (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester

There total 1 articles about (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl 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: 82.0%

(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate (99687-40-8,106357-20-4,106357-33-9,99745-86-5) + (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-tetradecyl ester → (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester (350817-16-2)

Guidance literature:

at -78 ℃;

DOI:10.1055/s-2001-13382

Reference yield: 100.0%

Boc-Val-Thr-OH (183874-37-5) + (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester (350817-16-2) → (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester (350817-27-5)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide;

DOI:10.1055/s-2001-13382

Reference yield: 85.0%

(S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester (350817-16-2) → (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester (350817-34-4)

Guidance literature:

With ozone; triphenylphosphine; at -78 ℃;

DOI:10.1055/s-2001-13382

upstream raw materials:

(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate

Downstream raw materials:

(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester

(S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

Stevastelin B

(2R,3R,4R,5R)-5-[ ((2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoyl)oxy]-3-hydroxy-2,4-dimethyloctadecanoic acid