Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester

Base Information

• Chemical Name: Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester
• CAS No.: 121388-87-2
• Molecular Formula: C₄₁H₅₀O₁₁S₂
• Molecular Weight: 782.973
• Mol file: 121388-87-2.mol

Synonyms:

Chemical Property of Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester

There total 4 articles about Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester 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:

tri-O-benzyl-α-D-glucopyranose-(1,2-t-butylorthoacetate) (121388-85-0) → Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester (121388-87-2)

Guidance literature:

Multi-step reaction with 3 steps

1: collidine perchlorate / chlorobenzene / Heating

2: methanolic NaOMe

3: 1) NaH / THF

With collidine perchlorate; sodium methylate; sodium hydride; In chlorobenzene;

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester (121388-87-2)

Guidance literature:

Multi-step reaction with 3 steps

1: collidine perchlorate / chlorobenzene / Heating

2: methanolic NaOMe

3: 1) NaH / THF

With collidine perchlorate; sodium methylate; sodium hydride; In chlorobenzene;

Reference yield:

Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester (121393-17-7) → Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester (121388-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: methanolic NaOMe

2: 1) NaH / THF

With sodium methylate; sodium hydride;

upstream raw materials:

carbon disulfide

3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-1,2:4,6-di-O-isopropylidene-α-D-glucofuranose

methyl iodide

tri-O-benzyl-α-D-glucopyranose-(1,2-t-butylorthoacetate)

Downstream raw materials:

(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranoside