(R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid

Base Information

• Chemical Name: (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid
• CAS No.: 127526-64-1
• Molecular Formula: C₂₀H₂₃NO₅
• Molecular Weight: 357.406
• Mol file: 127526-64-1.mol

Synonyms:(R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid

Chemical Property of (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid

There total 4 articles about (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic 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: 74.0%

di-tert-butyl dicarbonate (24424-99-5) + D-2-[p-(benzyloxy)phenyl]glycine (69489-40-3) → (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid (127526-64-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1021/jo4007893

Reference yield:

(R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid methyl ester (342898-56-0) → (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid (127526-64-1)

Guidance literature:

With water; sodium hydroxide; In methanol; at 65 ℃; for 1h;

Reference yield:

D-4-hydroxyphenylglycine (22818-40-2) → (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid (127526-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH; CuSO₄*5H₂O / 1 h / Heating

1.2: 67 percent / aq. NaOH / methanol / 20 °C

2.1: aq. NaOH; NaHCO₃ / dioxane / 20 °C

With sodium hydroxide; sodium hydrogencarbonate; copper(II) sulfate; In 1,4-dioxane;

upstream raw materials:

di-tert-butyl dicarbonate

D-2-[p-(benzyloxy)phenyl]glycine

D-4-hydroxyphenylglycine

benzyl bromide

Downstream raw materials:

N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester

N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-L-[p-(benzyloxy)phenyl]glycine benzyl ester

D-(p-hydroxyphenyl)glycine-L-acetylserine-D-(p-hydroxyphenyl)glycylpantetheine trifluoroacetate

D-(p-hydroxyphenyl)glycine-L-acetylserine-L-(p-hydroxyphenyl)glycylpantetheine trifluoroacetate