methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:127840-83-9
Molecular Formula:C₄₄H₅₂O₉
Molecular Weight:724.891
Hs Code.:

Synonyms:methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

There total 15 articles about methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-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: 82.0%

: 69850-47-1
(2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

: 127840-85-1
(2S,3R,4R,5S,6S)-4-Allyloxy-3,5-bis-benzyloxy-2-ethylsulfanyl-6-methyl-tetrahydro-pyran

: 127840-83-9
methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With molecular sieve; iodonium di(2,4,6-trimethylpyridine) perchlorate; In diethyl ether; 1,2-dichloro-ethane; at 20 ℃;
DOI:10.1016/S0040-4039(00)94391-0

Reference yield: 50.0%

: 69850-47-1
(2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

: 3-O-allyl-2,4-di-O-benzyl-L-rhamnopyranose

: 127840-83-9
methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl bromide; tetrabutylammomium bromide; cobalt(II) bromide; 4 A molecular sieve; In 1,2-dichloro-ethane; at 25 ℃;
DOI:10.1246/bcsj.74.1679

Reference yield:

: 69850-47-1
(2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

: 127840-83-9
methyl O-(3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / NaH / 2 h / 80 °C

2: 60 percent / aq. AcOH; aq. H₂SO₄ / 1 h / 85 °C

3: 50 percent / trimethylsilyl bromide; cobalt(II) bromide; tetrabutylammonium bromide / molecular sieves 4A / 1,2-dichloro-ethane / 25 °C

With trimethylsilyl bromide; sulfuric acid; tetrabutylammomium bromide; sodium hydride; acetic acid; cobalt(II) bromide; 4 A molecular sieve; In 1,2-dichloro-ethane;
DOI:10.1246/bcsj.74.1679