2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside
CAS No.:904297-65-0
Molecular Formula:C₂₂H₂₇NO₈S₂
Molecular Weight:497.59
Hs Code.:

Synonyms:2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

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Technology Process of 2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

There total 1 articles about 2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside 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: 73.0%

: 53872-78-9
3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-galactopyranosyl bromide

: 71591-75-8
sodium 2-mercaptothiazolinate

: 904297-65-0
2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

Guidance literature:: In acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1016/j.carres.2006.03.041

Reference yield:

: 904297-65-0
2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

: (2R,3R,4S,5R,6R)-6-{(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-6-(3-Azido-propoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy}-5-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / 3 Angstroem molecular sieves; AgOTf / 1,2-dichloro-ethane / 26.5 h / 20 °C

2: 99 percent / NaOCH₃ / methanol / 1 h / 20 °C

With 3 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; 1,2-dichloro-ethane;
DOI:10.1016/j.carres.2006.03.041

Reference yield:

: 904297-65-0
2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

: 904297-68-3
3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / 3 Angstroem molecular sieves; AgOTf / 1,2-dichloro-ethane / 26.5 h / 20 °C

2: 99 percent / NaOCH₃ / methanol / 1 h / 20 °C

3: 73 percent / camphorsulfonic acid / acetonitrile / 2 h / 20 °C

With 3 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; silver trifluoromethanesulfonate; In methanol; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/j.carres.2006.03.041