N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine benzyl ester

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine benzyl ester
CAS No.:208987-28-4
Molecular Formula:C₅₂H₆₉N₅O₁₄
Molecular Weight:988.145
Hs Code.:

N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine benzyl ester

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Chemical Property of N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine benzyl ester

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Technology Process of N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine benzyl ester

There total 5 articles about N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine 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: 83.0%

: 208987-26-2
N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycine

: (S)-2-[(S)-2-(2-Amino-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid benzyl ester; compound with trifluoro-acetic acid

: 208987-28-4
N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine benzyl ester

Guidance literature:: With 4-methyl-morpholine; 4 A molecular sieve; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; In dichloromethane; Ambient temperature;

Reference yield:

: 4933-77-1
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

: 208987-28-4
N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) AcOH, 2.) NaBH₃CN / 1.) MeCN, 1 h, 2.) MeCN, overnight

2: 77 percent / BOP, HOBT, NMM, molecular sieves 4 Angstroem / CH₂Cl₂ / 36 h / Ambient temperature

3: 82 percent / NaOH, H₂O / methanol / 1.) 0 deg C, 0.5 h, 2.) r.t., 3 h

4: 83 percent / NMM, BOP, HOBT, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; 4 A molecular sieve; water; sodium cyanoborohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; acetic acid; In methanol; dichloromethane;

Reference yield:

: 20866-48-2
(S)-2-(tert-butoxycarbonylamino)-3-(4-(tert-butoxycarbonyloxy)phenyl)propanoic acid

: 208987-28-4
N-(tert-butoxycarbonyl)-L-tyrosyl-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactos-6-yl)glycylglycyl-L-phenylalanyl-L-leucine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / BOP, HOBT, NMM, molecular sieves 4 Angstroem / CH₂Cl₂ / 36 h / Ambient temperature

2: 82 percent / NaOH, H₂O / methanol / 1.) 0 deg C, 0.5 h, 2.) r.t., 3 h

3: 83 percent / NMM, BOP, HOBT, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; 4 A molecular sieve; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; In methanol; dichloromethane;