Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester

Base Information

Chemical Name:Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester
CAS No.:160280-63-7
Molecular Formula:C₄₁H₅₆O₆S
Molecular Weight:676.958
Hs Code.:

Synonyms:Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester

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Chemical Property of Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester

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Technology Process of Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester

There total 1 articles about Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl 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: 95.0%

: 124-63-0
methanesulfonyl chloride

: 160280-62-6
3,4-O-isopropylidene-1-O-triphenylmethyl-D-arabino-octadec-5-en-1,2,3,4-tetraol

: 160280-63-7
Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester

Guidance literature:: With pyridine; In dichloromethane; at 31 ℃; for 24h;

Reference yield:

: 160280-63-7
Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester

: 160280-66-0
(2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1: HCl, H₂O / methanol / 5 h / Ambient temperature

2: 91 percent / H₂ / Pd/BaSO₄ / tetrahydrofuran / 20 h / Ambient temperature

3: 97 percent / NaN₃ / dimethylformamide / 4 h / 95 °C

4: 52 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

With pyridine; hydrogenchloride; sodium azide; water; hydrogen; Pd-BaSO₄; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1271/bbb.60.288

Reference yield:

: 160280-63-7
Methanesulfonic acid (R)-1-[(4R,5R)-2,2-dimethyl-5-((E)-tetradec-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl ester

: 160280-68-2
(1S,2S,3R)-2,3-Bis-benzyloxy-1-trityloxymethyl-heptadecylamine

Guidance literature:: Multi-step reaction with 6 steps

1: HCl, H₂O / methanol / 5 h / Ambient temperature

2: 91 percent / H₂ / Pd/BaSO₄ / tetrahydrofuran / 20 h / Ambient temperature

3: 97 percent / NaN₃ / dimethylformamide / 4 h / 95 °C

4: 52 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

5: NaH / dimethylformamide / 18 h / Ambient temperature; 0-deg C -> rt

6: 98 percent / ammonium formate / Pd/C / methanol; propan-1-ol / 16 h / Ambient temperature

With pyridine; hydrogenchloride; sodium azide; water; hydrogen; ammonium formate; sodium hydride; palladium on activated charcoal; Pd-BaSO₄; In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1271/bbb.60.288