mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid

Base Information

• Chemical Name: mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid
• CAS No.: 93111-13-8
• Molecular Formula: C₂₂H₂₇O₃P
• Molecular Weight: 373.405

Synonyms:mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid

Chemical Property of mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid

Chemical Property:

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Technology Process of mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid

There total 10 articles about mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid 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:

methyl heptanoate (106-73-0) → mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid (93111-13-8)

Guidance literature:

Multi-step reaction with 10 steps

1: NaOMe / 8 h / Heating

2: LiAl⁽²⁾H₄ / diethyl ether

3: 87 percent / CrO₃, pyridine

4: 3.22 g / 9-BBN, (+)-α-pinene

5: 2.50 g / pyridine

6: 1.) methyllithium / 1.) Et₂O, HMPA, 0 deg C, 0.5 h; 2.) Et₂O, HMPA, 0 deg C, 2 h

7: 98 percent / p-toluenesulfonic acid / methanol / 0.33 h

8: 89 percent / LiAlH₄, NaOMe / tetrahydrofuran

9: 1.) MnO₂; 2.) NaClO₂, NaH₂PO₄ / 1.) pentane, r.t., 1.5 h; 2.) t-BuOH, 2-methyl-2-butene, water, r.t., 6 h

10: 2.13 mmol / CH₂Cl₂

With pyridine; chromium(VI) oxide; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; lithium aluminium deuteride; methyllithium; sodium methylate; 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1021/ja00335a060

Reference yield:

<1,1,2,2-2H4>heptanol (93111-08-1) → mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid (93111-13-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 87 percent / CrO₃, pyridine

2: 3.22 g / 9-BBN, (+)-α-pinene

3: 2.50 g / pyridine

4: 1.) methyllithium / 1.) Et₂O, HMPA, 0 deg C, 0.5 h; 2.) Et₂O, HMPA, 0 deg C, 2 h

5: 98 percent / p-toluenesulfonic acid / methanol / 0.33 h

6: 89 percent / LiAlH₄, NaOMe / tetrahydrofuran

7: 1.) MnO₂; 2.) NaClO₂, NaH₂PO₄ / 1.) pentane, r.t., 1.5 h; 2.) t-BuOH, 2-methyl-2-butene, water, r.t., 6 h

8: 2.13 mmol / CH₂Cl₂

With pyridine; chromium(VI) oxide; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; methyllithium; sodium methylate; 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja00335a060

Reference yield:

<1,2,2-2H3>heptanal (90522-90-0) → mixed diphenylphosphinic carboxylic anhydride of (R)-(E)-2-<4,5,5-2H3>decenoic acid (93111-13-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 3.22 g / 9-BBN, (+)-α-pinene

2: 2.50 g / pyridine

3: 1.) methyllithium / 1.) Et₂O, HMPA, 0 deg C, 0.5 h; 2.) Et₂O, HMPA, 0 deg C, 2 h

4: 98 percent / p-toluenesulfonic acid / methanol / 0.33 h

5: 89 percent / LiAlH₄, NaOMe / tetrahydrofuran

6: 1.) MnO₂; 2.) NaClO₂, NaH₂PO₄ / 1.) pentane, r.t., 1.5 h; 2.) t-BuOH, 2-methyl-2-butene, water, r.t., 6 h

7: 2.13 mmol / CH₂Cl₂

With pyridine; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; methyllithium; sodium methylate; 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja00335a060

upstream raw materials:

(R)-(E)-2-<4,5,5-2H3>decenoic acid

methyl heptanoate

<1,1,2,2-2H4>heptanol

<1,2,2-2H3>heptanal

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