N-BOC-ERYTHRO-D-BETA-METHYLPHENYLALANINE, 98

Base Information

• Chemical Name: N-BOC-ERYTHRO-D-BETA-METHYLPHENYLALANINE, 98
• CAS No.: 198493-85-5
• Molecular Formula: C15 H21 N O4
• Molecular Weight: 279.336
• Mol file: 198493-85-5.mol

Synonyms:N-BOC-ERYTHRO-D-BETA-METHYLPHENYLALANINE, 98;n-(tert-butoxycarbonyl)-erythro-d-beta-methylphenylalanine

Chemical Property of N-BOC-ERYTHRO-D-BETA-METHYLPHENYLALANINE, 98

Chemical Property:

• Melting Point: 99-103°C
• PSA: 75.63000
• LogP: 3.15890
• Storage Temp.: Refrigerator (+4°C)

Purity/Quality:

99%, ^*data from raw suppliers

(2R,3R)-Boc-beta-methyl-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-ERYTHRO-D-BETA-METHYLPHENYLALANINE, 98

There total 23 articles about N-BOC-ERYTHRO-D-BETA-METHYLPHENYLALANINE, 98 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: 94.0%

methyl (2R,3R)-2-[(tert-butoxycarbonyl)amino]-3-phenylbutanoate (197714-29-7) → (2R,3R)-2-[(tert-butoxycarbonyl)amino]-3-phenylbutanoic acid (198493-85-5,630424-76-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 70 ℃; for 1h;

DOI:10.1021/jo971178f

Reference yield: 63.0%

di-tert-butyl dicarbonate (24424-99-5) + C24H27NO → (2R,3R)-2-[(tert-butoxycarbonyl)amino]-3-phenylbutanoic acid (198493-85-5,630424-76-9)

Guidance literature:

C₂₄H₂₇NO; With 10 wt% Pd(OH)2 on carbon; hydrogen;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate;

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene;

DOI:10.1039/d1sc03692k

Reference yield:

(Z)-ethyl cinnamate (4610-69-9) → (2R,3R)-2-[(tert-butoxycarbonyl)amino]-3-phenylbutanoic acid (198493-85-5,630424-76-9)

Guidance literature:

Multi-step reaction with 8 steps

2: KOH / ethanol

3: diethyl ether

4: 80 percent / KHCO₃ / dimethylformamide / 5 h / 20 °C

5: 91 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 5 h / 0 - 20 °C

6: sodium azide / dimethylformamide / 12 h / 80 °C

7: 0.07 g / H₂ / Pd/C / ethyl acetate / 760 Torr

8: 94 percent / aq. LiOH / tetrahydrofuran / 1 h / 70 °C

With dmap; potassium hydroxide; lithium hydroxide; sodium azide; hydrogen; potassium hydrogencarbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Jacobsen's epoxidation / 2: Hydrolysis / 3: Ring cleavage / 4: Esterification / 5: mesylation / 6: Substitution / 7: Catalytic hydrogenation / 8: Hydrolysis;

DOI:10.1021/jo971178f

upstream raw materials:

methyl (2R,3R)-2-[(tert-butoxycarbonyl)amino]-3-phenylbutanoate

(Z)-ethyl cinnamate

di-tert-butyl dicarbonate

(2S,3S)-2,3-epoxy-3-phenyl-1-propanol

Downstream raw materials:

tert-butyl [(2R,3R)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl]piperidin-1-yl}-1-oxo-3-phenylbutan-2-yl]carbamate

(4aS,8aR)-2-{1-[(2R,3R)-2-amino-3-phenylbutanoyl]piperidin-4-yl}-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one

4-[2-(cyclopropylmethoxy)-5-fluoro-4-methoxyphenyl]-N-[(2R,3R)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl]piperidin-1-yl}-1-oxo-3-phenylbutan-2-yl]-6-methyl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide

4-[5-(cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-N-[(2R,3R)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl]piperidin-1-yl}-1-oxo-3-phenylbutan-2-yl]-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide