methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate

Base Information

• Chemical Name: methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate
• CAS No.: 956107-05-4
• Molecular Formula: C₃₂H₅₀N₄O₈Si
• Molecular Weight: 646.856
• Mol file: 956107-05-4.mol

Synonyms:methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate

Chemical Property of methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate

There total 3 articles about methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate 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: 60.0%

ethyl 4-azido-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside (864852-03-9) + (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate (949894-57-9) → methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate (956107-05-4)

Guidance literature:

With copper diacetate; sodium L-ascorbate; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃;

DOI:10.1055/s-2007-983813

Reference yield:

(2S)-2-tert-butoxycarbonylamino-3-[4-(prop-2-ynyloxy)phenyl]-propionic acid propargyl ester (783333-86-8) → methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate (956107-05-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / NaOH / methanol / 3 h / 20 °C

2: 83 percent / tetrahydrofuran; diethyl ether / 20 °C

3: 60 percent / Cu(OAc)2; sodium ascorbate / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 20 °C

With sodium hydroxide; copper diacetate; sodium L-ascorbate; In tetrahydrofuran; methanol; diethyl ether; water; tert-butyl alcohol;

DOI:10.1055/s-2007-983813

Reference yield:

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoic acid (340732-79-8) → methyl N-(tert-butoxycarbonyl)-O-{[1-(ethyl 6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)-1H-1,2,3-triazol-4-yl]methyl}-L-tyrosinate (956107-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / tetrahydrofuran; diethyl ether / 20 °C

2: 60 percent / Cu(OAc)2; sodium ascorbate / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 20 °C

With copper diacetate; sodium L-ascorbate; In tetrahydrofuran; diethyl ether; water; tert-butyl alcohol;

DOI:10.1055/s-2007-983813

upstream raw materials:

ethyl 4-azido-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate

(2S)-2-tert-butoxycarbonylamino-3-[4-(prop-2-ynyloxy)phenyl]-propionic acid propargyl ester

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoic acid