ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside

Base Information

• Chemical Name: ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside
• CAS No.: 138343-55-2
• Molecular Formula: C₁₈H₂₆O₄S
• Molecular Weight: 338.468
• Mol file: 138343-55-2.mol

Synonyms:ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside

Chemical Property of ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside

There total 5 articles about ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside 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: 93.0%

benzyl bromide (100-39-0) + ethyl 3,4-di-O-isopropylidene-1-thio-β-L-fucopyranoside (138343-54-1) → ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside (138343-55-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)00003-3

Reference yield:

ethyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside (127501-41-1) → ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside (138343-55-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOMe / methanol

2: camphorsulfonic acid

3: 93 percent / NaH / dimethylformamide

With camphor-10-sulfonic acid; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; 1: Deacetylation / 2: Cyclization / 3: Alkylation;

DOI:10.1016/S0008-6215(00)00003-3

Reference yield:

ethyl 1-thio-α-L-fucopyranoside (132799-10-1) → ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside (138343-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1: camphorsulfonic acid

2: 93 percent / NaH / dimethylformamide

With camphor-10-sulfonic acid; sodium hydride; In N,N-dimethyl-formamide; 1: Cyclization / 2: Alkylation;

DOI:10.1016/S0008-6215(00)00003-3

upstream raw materials:

benzyl bromide

ethyl 3,4-di-O-isopropylidene-1-thio-β-L-fucopyranoside

ethyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside

ethyl 1-thio-α-L-fucopyranoside

Downstream raw materials:

(2S,3R)-3-((3aR,4S,6R,7S,7aR)-7-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid allyl ester

2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-galactopyranosyl trichloroacetimidate

p-methoxyphenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1→6)-2,3,4-tri-O-benzyl-β-D-galactopyranoside

8-ethoxycarbonyloctyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside