ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate

Base Information

• Chemical Name: ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate
• CAS No.: 361448-63-7
• Molecular Formula: C₂₄H₂₉NO₅
• Molecular Weight: 411.498
• Mol file: 361448-63-7.mol

Synonyms:ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate

Chemical Property of ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate

There total 2 articles about ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate 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: 69.0%

ethyl 2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-2(R,S)-[(N-diphenylmethylene)amino]acetate (361448-61-5) → ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate (361448-63-7)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 25 ℃; for 1h;

DOI:10.1081/CAR-100103957

Reference yield:

p-tert-butylphenyl 4,6-di-O-benzyl-2,3-dideoxy-α,β-D-erythro-hex-2-enopyranoside (170156-80-6) → ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate (361448-63-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / dppb; BSA; KOAc / Pd₂(dba)3 / tetrahydrofuran / 70 °C

2: 69 percent / 10 percent HCl / diethyl ether / 1 h / 25 °C

With hydrogenchloride; benzenesulfonamide; potassium acetate; 1,4-di(diphenylphosphino)-butane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; diethyl ether;

DOI:10.1081/CAR-100103957

Reference yield: 74.0%

ethyl 2(R,S)-amino-2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetate (361448-63-7) → 2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)2(R,S)-glycine

Guidance literature:

With sodium hydroxide; In methanol; at 25 ℃; for 2h;

DOI:10.1081/CAR-100103957

upstream raw materials:

ethyl 2-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-2(R,S)-[(N-diphenylmethylene)amino]acetate

p-tert-butylphenyl 4,6-di-O-benzyl-2,3-dideoxy-α,β-D-erythro-hex-2-enopyranoside