(R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester

Base Information

• Chemical Name: (R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester
• CAS No.: 126024-92-8
• Molecular Formula: C₇₇H₁₂₇NO₁₃Si
• Molecular Weight: 1302.94
• Mol file: 126024-92-8.mol

Synonyms:(R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester

Chemical Property of (R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester

There total 4 articles about (R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl 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: 73.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester (126024-91-7) → (R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester (126024-92-8)

Guidance literature:

In pyridine; dichloromethane; at 0 ℃;

DOI:10.1271/bbb.59.1790

Reference yield:

(3R)-3-(Benzyloxymethoxy)tetradecanoic acid (111247-11-1) → (R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester (126024-92-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / 1-(3-dimethylaminipropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

2: 90 percent / DMAP, WSC / CH₂Cl₂ / 2 h / Ambient temperature

3: 90 percent / acetic acid / H₂O / 1 h / 45 °C

4: 73 percent / CH₂Cl₂; pyridine / 0 °C

With dmap; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In pyridine; dichloromethane; water;

DOI:10.1271/bbb.59.1790

Reference yield:

benzyl 2-<(3R)-3-(benzyloxymethoxy)tetradecanamido>-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside (111247-22-4) → (R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester (126024-92-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / DMAP, WSC / CH₂Cl₂ / 2 h / Ambient temperature

2: 90 percent / acetic acid / H₂O / 1 h / 45 °C

3: 73 percent / CH₂Cl₂; pyridine / 0 °C

With dmap; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In pyridine; dichloromethane; water;

DOI:10.1271/bbb.59.1790

upstream raw materials:

tert-butyldimethylsilyl chloride

(R)-3-Benzyloxymethoxy-tetradecanoic acid (R)-1-[(2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxycarbonylmethyl]-dodecyl ester

(3R)-3-(Benzyloxymethoxy)tetradecanoic acid

benzyl 2-<(3R)-3-(benzyloxymethoxy)tetradecanamido>-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside