(S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:(S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester
CAS No.:808148-58-5
Molecular Formula:C₄₂H₄₈O₉
Molecular Weight:696.838
Hs Code.:

Synonyms:(S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester

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Chemical Property of (S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester

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Technology Process of (S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester

There total 5 articles about (S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-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:

: 3162-96-7
methyl 4,6-O-benzylidene-α-D-glucopyranoside

: 808148-58-5
(S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂SnO / benzene; methanol / 12 h / 85 °C

1.2: 80 percent / dioxane / 20 °C

2.1: 95 percent / EDCI; DMAP / CH₂Cl₂ / 20 °C

3.1: aq. AcOH / 10 h / 80 °C

4.1: DMAP; pyridine / 15 h / 80 °C

5.1: 90 percent / EDCI; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; di(n-butyl)tin oxide; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; benzene;
DOI:10.1021/ja048170p

Reference yield:

: 39716-58-0
pent-4-enoyl chloride

: 808148-58-5
(S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂SnO / benzene; methanol / 12 h / 85 °C

1.2: 80 percent / dioxane / 20 °C

2.1: 95 percent / EDCI; DMAP / CH₂Cl₂ / 20 °C

3.1: aq. AcOH / 10 h / 80 °C

4.1: DMAP; pyridine / 15 h / 80 °C

5.1: 90 percent / EDCI; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; di(n-butyl)tin oxide; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; benzene;
DOI:10.1021/ja048170p

Reference yield:

: 808148-55-2
Pent-4-enoic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 808148-58-5
(S)-2-Methyl-pent-4-enoic acid (2S,3R,4S,5R,6R)-2-methoxy-3,5-bis-pent-4-enoyloxy-6-trityloxymethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / EDCI; DMAP / CH₂Cl₂ / 20 °C

2: aq. AcOH / 10 h / 80 °C

3: DMAP; pyridine / 15 h / 80 °C

4: 90 percent / EDCI; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/ja048170p