METHYL ALPHA-L-RHAMNOPYRANOSIDE

Base Information

• Chemical Name: METHYL ALPHA-L-RHAMNOPYRANOSIDE
• CAS No.: 15814-59-2
• Molecular Formula: C7H14O5
• Molecular Weight: 178.185
• Hs Code.: 2932999099
• Mol file: 15814-59-2.mol

Synonyms:Mannopyranoside,methyl 6-deoxy-, a-D-(8CI);Methyl 6-deoxy-a-D-mannopyranoside;

Chemical Property of METHYL ALPHA-L-RHAMNOPYRANOSIDE

Chemical Property:

• Boiling Point: 312.6 °C at 760 mmHg
• Flash Point: 142.9 °C
• PSA: 79.15000
• Density: 1.32 g/cm³
• LogP: -1.53970

Purity/Quality:

98%min ^*data from raw suppliers

1-O-METHYL-ALPHA-RHAMNOPYRANOSIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL ALPHA-L-RHAMNOPYRANOSIDE

There total 127 articles about METHYL ALPHA-L-RHAMNOPYRANOSIDE 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: 98.0%

Methyl 2,3,4-tri-O-acetyl-6-deoxy-β-L-galactopyranoside (24332-97-6) → methyl β-L-fucopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,63864-94-8,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

Reference yield: 98.0%

methanol (67-56-1) + L-rhamnose (73-34-7) → methyl L-rhamnopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8,63864-94-8)

Guidance literature:

With Amberlist IR-120(H⁺); for 48h; Heating;

DOI:10.1021/jo010522c

Reference yield: 45.0%

9-(2',3'-O-benzylidene-5'-O-[(2'',3'',4''-tri-O-benzyl-α,β-L-fucopyranosyl)oxycarbonylaminosulfonyl]-β-D-ribofuranosyl)-2-N-(phenylacetyl)-guanine → 9-(5'-O-[(α-L-fucopyranosyl)oxycarbonylaminosulfonyl]-β-D-ribofuranosyl)-2-N-(phenylacetyl)-guanine + 9-(5'-O-[(β-L-fucopyranosyl)oxycarbonylaminosulfonyl]-β-D-ribofuranosyl)-2-N-(phenylacetyl)-guanine + methyl β-L-fucopyranoside (1128-40-1,1198-82-9,2592-55-4,5155-43-1,6340-52-9,10503-91-0,14009-07-5,14687-15-1,14917-55-6,15814-59-2,24332-98-7,34299-65-5,42214-00-6,42214-11-9,57783-34-3,57783-36-5,57783-38-7,57783-40-1,57783-42-3,58525-46-5,58525-47-6,58525-48-7,62182-01-8,62182-02-9,63864-94-8,65310-00-1,65941-62-0,68069-80-7,71116-57-9,72274-54-5,72274-55-6,73036-22-3,83198-64-5,85505-15-3,102517-74-8,109718-80-1,109718-81-2,125280-09-3,129172-95-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; water; for 96h; under 2068.65 Torr;

DOI:10.1016/j.carres.2007.11.009

upstream raw materials:

methanol

L-Fucose

6-deoxy-L-galactose

methyl-2,3-di-O-acetyl-4-O-benzoyl-6-desoxy-α-D-arabino-hex-5-enopyranoside

Downstream raw materials:

L-galacto-2,4,5-Trihydroxy-3-methoxy-hexanal

methyl-α-DL-rhamnopyranoside

methyl 2,3-O-isopropylidene-α-D-rhamnopyranoside

D-rhamnose

Refernces

• 1、 Song, Zejin,Meng, Lingkui,Xiao, Ying,Zhao, Xiang,Fang, Jing,Zeng, Jing,Wan, Qian. "Calcium hypophosphite mediated deiodination in water: Mechanistic insights and applications in large scale syntheses of d-quinovose and d-rhamnose". . p. 1122 - 1127. Retrieved 2019.
• 2、 Hattori, Hiromu,Kaufmann, Elias,Miyatake-Ondozabal, Hideki,Berg, Regina,Gademann, Karl. "Total Synthesis of Tiacumicin A. Total Synthesis, Relay Synthesis, and Degradation Studies of Fidaxomicin (Tiacumicin B, Lipiarmycin A3)". . p. 7180 - 7205. Retrieved 2018.
• 3、 Shen, Zhengnan,Mobarak, Hani,Li, Wei,Widmalm, G?ran,Yu, Biao. "Synthesis of β-(1→2)-Linked 6-Deoxy- l -altropyranose Oligosaccharides via Gold(I)-Catalyzed Glycosylation of an ortho-Hexynylbenzoate Donor". . p. 3062 - 3071. Retrieved 2017/03/23.