Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester
CAS No.:791611-46-6
Molecular Formula:C₅₇H₉₅NO₁₄
Molecular Weight:1018.38
Hs Code.:

Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester

Synonyms:Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester

There total 7 articles about Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl 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:

: 554-62-1
D-ribo-phytosphingosine

: 791611-46-6
Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-hydroxysuccinimide; DCC / tetrahydrofuran / 3 h / Heating

1.2: Et₃N / tetrahydrofuran / 3 h / Heating

2.1: imidazole / tetrahydrofuran / 0.08 h / 50 °C

3.1: DMAP; Et₃N / tetrahydrofuran / 2 h / 20 °C

4.1: aq. HF / tetrahydrofuran

5.1: AgOTf; molecular sieves 4A / CH₂Cl₂ / 4 h

With 1H-imidazole; dmap; 1-hydroxy-pyrrolidine-2,5-dione; 4 A molecular sieve; hydrogen fluoride; silver trifluoromethanesulfonate; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja045385q

Reference yield:

: 55287-62-2
O²-benzyl-O³,O⁴-isopropyliden-1,6-anhydro-β-D-galactopyranose

: 791611-46-6
Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / trifluoroacetic acid / 0 - 20 °C

2: 75 percent / HBr; AcOH / CH₂Cl₂ / 12 h / 4 °C

3: AgOTf; molecular sieves 4A / CH₂Cl₂ / 4 h

With 4 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ja045385q

Reference yield:

: 29741-67-1,30253-76-0,53872-77-8,72984-63-5,79733-81-6,80779-87-9,95403-48-8
1,3,4,6-Tetra-O-acetyl-2-O-benzyl-D-galactopyranose

: 791611-46-6
Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-hexadecanoylamino-octadecyloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / HBr; AcOH / CH₂Cl₂ / 12 h / 4 °C

2: AgOTf; molecular sieves 4A / CH₂Cl₂ / 4 h

With 4 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; In dichloromethane;
DOI:10.1021/ja045385q