methyl 4-O-(6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Base Information

• Chemical Name: methyl 4-O-(6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside
• CAS No.: 1404312-32-8
• Molecular Formula: C₂₇H₃₂O₇
• Molecular Weight: 468.547
• Mol file: 1404312-32-8.mol

Synonyms:

Chemical Property of methyl 4-O-(6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-(6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

There total 2 articles about methyl 4-O-(6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 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:

(1S,2R,6S)-2-Benzyloxymethyl-3,7-dioxa-bicyclo[4.1.0]hept-4-ene (878800-58-9) + methyl 6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (792908-33-9) → methyl 4-O-(6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (1404312-32-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In toluene; at 20 ℃; for 0.0833333h; stereoselective reaction;

DOI:10.1002/ejoc.201200242

Reference yield:

4-O-mesyl-6-O-benzyl-D-gulal (792908-47-5) → methyl 4-O-(6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (1404312-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / toluene / 0.25 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine / toluene / 0.08 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; triphenylphosphine; In toluene;

DOI:10.1002/ejoc.201200242

Reference yield:

(1S,2R,6S)-2-Benzyloxymethyl-3,7-dioxa-bicyclo[4.1.0]hept-4-ene (878800-58-9) + methyl 4-O-(6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (1404312-32-8) → methyl 4-O-[4'-O-(6-O-benzyl-2,3-dideoxy-α-D-erythrohex-2-enopyranosyl)-6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl]-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (1404312-33-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In toluene; at 20 ℃; for 0.0833333h; stereoselective reaction;

DOI:10.1002/ejoc.201200242

upstream raw materials:

(1S,2R,6S)-2-Benzyloxymethyl-3,7-dioxa-bicyclo[4.1.0]hept-4-ene

methyl 6-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

4-O-mesyl-6-O-benzyl-D-gulal

Downstream raw materials:

methyl 4-O-[4'-O-(6-O-benzyl-2,3-dideoxy-α-D-erythrohex-2-enopyranosyl)-6'-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl]-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside