ETHYL 6-DEOXY-1-THIO-2,3,4-TRI-O-ACETYL-ALPHA-L-MANNOPYRANOSIDE

Base Information

• Chemical Name: ETHYL 6-DEOXY-1-THIO-2,3,4-TRI-O-ACETYL-ALPHA-L-MANNOPYRANOSIDE
• CAS No.: 125520-01-6
• Molecular Formula: C14H22O7S
• Molecular Weight: 334.39
• Hs Code.: 2938909090
• Mol file: 125520-01-6.mol

Synonyms:ETHYL 6-DEOXY-1-THIO-2,3,4-TRI-O-ACETYL-ALPHA-L-MANNOPYRANOSIDE;Ethyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

Chemical Property of ETHYL 6-DEOXY-1-THIO-2,3,4-TRI-O-ACETYL-ALPHA-L-MANNOPYRANOSIDE

Chemical Property:

• PSA: 113.43000
• LogP: 1.27940

Purity/Quality:

NLT 98% ^*data from raw suppliers

ETHYL-6-DEOXY-1-THIO-2,3,4-TRI-O-ACETYL-ALPHA-L-MANNOPYRANOSIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 6-DEOXY-1-THIO-2,3,4-TRI-O-ACETYL-ALPHA-L-MANNOPYRANOSIDE

There total 16 articles about ETHYL 6-DEOXY-1-THIO-2,3,4-TRI-O-ACETYL-ALPHA-L-MANNOPYRANOSIDE 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%

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate (113893-72-4) + ethyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside (127753-95-1) → ethyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (125520-01-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -10 ℃;

DOI:10.1039/a909218h

Reference yield: 88.0%

1,2,3,4-tetra-O-acetyl-L-rhamnopyranose (7404-35-5,17081-04-8,20853-37-6,24332-95-4,27821-10-9,27821-11-0,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,30021-94-4) + ethanethiol (75-08-1) → ethyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside (69558-02-7) + ethyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (125520-01-6)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(01)89206-1

Reference yield: 80.0%

2,3,4-tri-O-acetyl-α-L-rhamnopyranose (28915-80-2) + ethanethiol (75-08-1) → ethyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (125520-01-6)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 0 ℃; for 18h; Inert atmosphere;

upstream raw materials:

1,2,3,4-tetra-O-acetyl-L-rhamnopyranose

ethanethiol

1,2,3,4-O-tetraacetyl-α-L-rhamnopyranose

ethyl 1-thio-β-L-rhamnopyranoside

Downstream raw materials:

1′-O-benzyl-α-L-rhamnopyranosyl-(1″→6′)-β-D-glucopyranoside

4-methoxyphenyl [2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)]-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)]-4-O-benzyl-α-D-lyxopyranoside

ethyl 2,3,4-tri-O-acetyl-S-(N-tosylimino)-1-thio-α-L-rhamnopyranoside

C₄₅H₅₄O₂₂

Refernces

• 1、 Fujiwara,Arai. "". . p. 305. Retrieved 1979.
• 2、 -. "METHOD FOR PREPARING 2'-O-FUCOSYLLACTOSE". Page/Page column 24; 29; 30. . Retrieved 2017/09/27.
• 3、 -. "CARBOHYDRATE FUNCTIONALISED SURFACES". Paragraph 0200; 0206-0207. . Retrieved 2014/09/29.