benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-6-O-(N-tert-butoxycarbonyl-O⁴-benzyl-D-aspartyl)-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-6-O-(N-tert-butoxycarbonyl-O⁴-benzyl-D-aspartyl)-2-deoxy-α-D-glucopyranoside
• CAS No.: 912941-69-6
• Molecular Formula: C₇₃H₁₀₄N₂O₁₆
• Molecular Weight: 1265.63

Synonyms:

Chemical Property of benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-6-O-(N-tert-butoxycarbonyl-O⁴-benzyl-D-aspartyl)-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-6-O-(N-tert-butoxycarbonyl-O⁴-benzyl-D-aspartyl)-2-deoxy-α-D-glucopyranoside

There total 7 articles about benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-6-O-(N-tert-butoxycarbonyl-O⁴-benzyl-D-aspartyl)-2-deoxy-α-D-glucopyranoside 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:

formylmethyl 4,6-O-benzylidene-3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside (912941-32-3) → benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-6-O-(N-tert-butoxycarbonyl-O4-benzyl-D-aspartyl)-2-deoxy-α-D-glucopyranoside (912941-69-6)

Guidance literature:

Multi-step reaction with 4 steps

1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 °C

2: 885.6 mg / CH₂Cl₂; diethyl ether / 20 °C

3: 90 percent / trifluoroacetic acid / CH₂Cl₂; H₂O / 0.67 h / 20 °C

4: 78 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; dicyclohexyl-carbodiimide; trifluoroacetic acid; In diethyl ether; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.bmc.2006.05.051

Reference yield:

benzyloxycarbonylmethyl 4,6-O-benzylidene-3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside (912941-33-4) → benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-6-O-(N-tert-butoxycarbonyl-O4-benzyl-D-aspartyl)-2-deoxy-α-D-glucopyranoside (912941-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / trifluoroacetic acid / CH₂Cl₂; H₂O / 0.67 h / 20 °C

2: 78 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; water;

DOI:10.1016/j.bmc.2006.05.051

Reference yield:

(R)-3-Benzyloxy-tetradecanoic acid (2R,4aR,6S,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-carboxymethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester → benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-6-O-(N-tert-butoxycarbonyl-O4-benzyl-D-aspartyl)-2-deoxy-α-D-glucopyranoside (912941-69-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 885.6 mg / CH₂Cl₂; diethyl ether / 20 °C

2: 90 percent / trifluoroacetic acid / CH₂Cl₂; H₂O / 0.67 h / 20 °C

3: 78 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; In diethyl ether; dichloromethane; water;

DOI:10.1016/j.bmc.2006.05.051

upstream raw materials:

formylmethyl 4,6-O-benzylidene-3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

allyl 4,6-O-benzylidene-3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

benzyloxycarbonylmethyl 4,6-O-benzylidene-3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

allyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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