dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-yl) ester S-methyl ester

Base Information

• Chemical Name: dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-yl) ester S-methyl ester
• CAS No.: 235098-93-8
• Molecular Formula: C₂₃H₂₈O₄S₂
• Molecular Weight: 432.605

Synonyms:dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-yl) ester S-methyl ester

Chemical Property of dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-yl) ester S-methyl ester

Chemical Property:

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Technology Process of dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-yl) ester S-methyl ester

There total 7 articles about dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-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: 93.0%

carbon disulfide (75-15-0,12122-00-8) + (4S,6S)-4-Benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-ol (235098-92-7) + methyl iodide (74-88-4) → dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-yl) ester S-methyl ester (235098-93-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(99)00645-0

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-yl) ester S-methyl ester (235098-93-8)

Guidance literature:

Multi-step reaction with 4 steps

1: t-BuLi / tetrahydrofuran / -105 °C

2: aq. oxalic acid / diethyl ether

3: 94 percent / NaBH₄ / methanol / -78 °C

4: 93 percent / NaH / tetrahydrofuran

With sodium tetrahydroborate; tert.-butyl lithium; oxalic acid; sodium hydride; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1016/S0040-4039(99)00645-0

Reference yield:

benzyl bromide (100-39-0) → dithiocarbonic acid O-(4-benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-yl) ester S-methyl ester (235098-93-8)

Guidance literature:

Multi-step reaction with 5 steps

1: t-BuLi / tetrahydrofuran / -105 °C

2: t-BuLi / tetrahydrofuran / -105 °C

3: aq. oxalic acid / diethyl ether

4: 94 percent / NaBH₄ / methanol / -78 °C

5: 93 percent / NaH / tetrahydrofuran

With sodium tetrahydroborate; tert.-butyl lithium; oxalic acid; sodium hydride; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1016/S0040-4039(99)00645-0

upstream raw materials:

carbon disulfide

(4S,6S)-4-Benzyl-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-ol

methyl iodide

Benzyloxymethyl chloride

Downstream raw materials:

(4S,6S)-4-((4R,6S)-6-Benzyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-5-one

C₂₈H₃₈O₅

4-Nitro-benzenesulfonic acid (4R,6S)-6-benzyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester

C₂₁H₃₁IO₄

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