3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl ester

Base Information

• Chemical Name: 3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl ester
• CAS No.: 116303-06-1
• Molecular Formula: C₂₇H₃₀O₇
• Molecular Weight: 466.531
• Mol file: 116303-06-1.mol

Synonyms:3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl ester

Chemical Property of 3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl ester

There total 2 articles about 3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl 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: 89.0%

3-O-dimethoxytrityl-(R)-glyceric acid methyl ester (132446-38-9) + chloromethyl methyl ether (107-30-2) → 3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl ester (116303-06-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 40 ℃; for 20h;

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl ester (116303-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / tetrahydrofuran; pyridine / 2 h / -5 °C

2: 89 percent / ethyldiisopropylamine / 20 h / 40 °C

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine;

Reference yield:

3-O-dimethoxytrityl-2-O-methoxymethyl-(R)-glyceric acid methyl ester (116303-06-1) → C65H76N4O27

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / AcOH / H₂O / 2 h / Ambient temperature

2: 2) Pd(Ph₃P)4 / 1) pyridine/CH₃CN, -35 deg C, 2 h, 2) dioxane, 100 deg C, 0.5 h

3: 99 percent / CF₃COOH / acetic acid / 2 h / Ambient temperature

4: 70 percent / 70 percent HF / pyridine / 1 h / 0 °C

5: 1) BF₃*Et₂O, 2) PdCl₂ / 1) CH₂Cl₂, -20 deg C, 1 h, 2) AcOH/AcONa, 16 h, r. t.

6: 65 percent / Hg(CN)2/HgBr₂, MS 4 Angstroem / CH₂Cl₂ / 40 h / Ambient temperature

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; MS 4 Angstroem; boron trifluoride diethyl etherate; hydrogen fluoride; mercury(II) cyanide; acetic acid; trifluoroacetic acid; mercury dibromide; palladium dichloride; In pyridine; dichloromethane; water; acetic acid;

upstream raw materials:

3-O-dimethoxytrityl-(R)-glyceric acid methyl ester

chloromethyl methyl ether

4,4'-dimethoxytrityl chloride

Downstream raw materials:

Benzoic acid (2R,3S,4R,5R,6S)-4-acetoxy-5-benzyloxycarbonylamino-3-((R)-2-hydroxy-1-methoxycarbonyl-ethoxymethoxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

(R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester

Benzoic acid (2R,3S,4R,5R,6S)-4-acetoxy-3-((R)-2-allyloxy-1-methoxycarbonyl-ethoxymethoxy)-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

4-Oxo-pentanoic acid (R)-2-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-2-methoxycarbonyl-ethyl ester