L-erythro-2-Pentulose, 1,5-dideoxy-3,4-O-(1-methylethylidene)- (9CI)

Base Information

• Chemical Name: L-erythro-2-Pentulose, 1,5-dideoxy-3,4-O-(1-methylethylidene)- (9CI)
• CAS No.: 81703-33-5
• Molecular Formula: C8H14 O3
• Molecular Weight: 158.197
• Mol file: 81703-33-5.mol

Synonyms:L-erythro-2-Pentulose, 1,5-dideoxy-3,4-O-(1-methylethylidene)- (9CI)

Chemical Property of L-erythro-2-Pentulose, 1,5-dideoxy-3,4-O-(1-methylethylidene)- (9CI)

Chemical Property:

• Boiling Point: 80 - 85 °C (25 - 30 mmHg)
• PSA: 35.53000
• LogP: 1.11540

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-erythro-2-Pentulose, 1,5-dideoxy-3,4-O-(1-methylethylidene)- (9CI)

There total 10 articles about L-erythro-2-Pentulose, 1,5-dideoxy-3,4-O-(1-methylethylidene)- (9CI) 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: 84.0%

(4S,5S)-4-[(Z)-2-chloro-1-methyl-2-phenylvinyl]-2,2,5-trimethyl-1,3-dioxolane (1206614-98-3) → 1-[(4S,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]ethanone (81703-33-5)

Guidance literature:

(4S,5S)-4-[(Z)-2-chloro-1-methyl-2-phenylvinyl]-2,2,5-trimethyl-1,3-dioxolane; With ozone; In methanol; dichloromethane; at -78 ℃;

With triphenylphosphine; In methanol; dichloromethane; at -78 - 20 ℃;

DOI:10.1002/ejoc.200900827

Reference yield: 79.0%

(4R,5S)-N-methoxy-N,2,2,5-tetramethyl-1,3-dioxolane-4-carboxamide (1336854-12-6) + methylmagnesium chloride (676-58-4) → 1-((4R,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl)ethanone (81703-36-8,57671-97-3,81703-33-5,144829-98-1)

Guidance literature:

In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1021/jo2016746

Reference yield: 71.0%

(4S,5R)-2,2,4-trimethyl-5-[(E)-1-methyl-2-phenylpropenyl]-1,3-dioxolane (1206614-97-2) → 1-[(4S,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]ethanone (81703-33-5)

Guidance literature:

(4S,5R)-2,2,4-trimethyl-5-[(E)-1-methyl-2-phenylpropenyl]-1,3-dioxolane; With ozone; In methanol; dichloromethane; at -78 ℃;

With triphenylphosphine; In methanol; dichloromethane; at -78 - 20 ℃;

DOI:10.1002/ejoc.200900827

upstream raw materials:

(4R,5R)-2,2,4-Trimethyl-5-((E)-1-methyl-2-phenyl-vinyl)-[1,3]dioxolane

(3R,4S)-3,4-isopropylidenedioxy-2-methyl-1-phenylpent-1-ene

(2S,3R)-2,3-Dihydroxy-4-methyl-5-phenylpent-4-ene

(4S,5R)-2,2,4-trimethyl-5-[(E)-1-methyl-2-phenylpropenyl]-1,3-dioxolane

Downstream raw materials:

N-((2S,3R,4S,6R)-3-Hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-4-yl)-benzamide

N-((2S,3S,4R,6S)-3,6-Dihydroxy-2,4-dimethyl-tetrahydro-pyran-4-yl)-benzamide

N-((2S,3S,4R,6R)-3,6-Dihydroxy-2,4-dimethyl-tetrahydro-pyran-4-yl)-benzamide

N-((2S,3R,4S,6R)-3,6-Dihydroxy-2,4-dimethyl-tetrahydro-pyran-4-yl)-benzamide